{"transactions":[{"id":692875,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":25374,"kind":"person","name":"HEARN PETER C","position":1,"cik":"0001396690","reported_name":"HEARN PETER C","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"2026 RSU Award","published_at":"2026-08-07T20:06:37.000Z","date":"2026-08-06","kind":"grant","planned":false,"acquired":true,"shares":1845,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F2","text":"On August 6, 2026, the Reporting Person was granted an RSU Award in the amount of 1,845 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F2","text":"On August 6, 2026, the Reporting Person was granted an RSU Award in the amount of 1,845 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders."}],"balance_after":1845,"derivative":{"underlying":"Common Stock","underlying_shares":1845},"source":{"system":"sec-edgar","filing":"0001396690-26-000006","document":"form4-08072026_080833.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1396690/000139669026000006/form4-08072026_080833.xml","form_type":"4"}},{"id":737487,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-06-15T21:13:31.000Z","date":"2026-06-12","kind":"sale","planned":false,"acquired":false,"shares":8397,"price":51.3235,"value":430963.4295,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $51.30-$51.415, inclusive (weighted average of $51.3235). Reporting Person undertakes to provide to issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within ranges set forth herein."},{"field":"balance_after","element":"sharesOwnedFollowingTransaction","label":"F2","text":"The number of securities reported reflects the June 5, 2026 acquisition of 191 shares of the Company's common stock pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Employee Stock Purchase Plan (\"ESPP\") for the ESPP purchase period of December 1, 2025 through May 31, 2026."}],"balance_after":10353,"source":{"system":"sec-edgar","filing":"0001937316-26-000012","document":"form4-06152026_090627.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000012/form4-06152026_090627.xml","form_type":"4"}},{"id":768238,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38232,"kind":"person","name":"Kuczinski Anthony J","position":1,"cik":"0001976607","reported_name":"Kuczinski Anthony J","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"Common Stock","published_at":"2026-05-21T21:27:22.000Z","date":"2026-05-21","kind":"purchase","planned":false,"acquired":true,"shares":1000,"price":47.2,"value":47200.0,"ownership":{"direct":true},"balance_after":15977,"source":{"system":"sec-edgar","filing":"0001976607-26-000008","document":"form4-05212026_090517.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1976607/000197660726000008/form4-05212026_090517.xml","form_type":"4"}},{"id":768237,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38232,"kind":"person","name":"Kuczinski Anthony J","position":1,"cik":"0001976607","reported_name":"Kuczinski Anthony J","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"Common Stock","published_at":"2026-05-21T21:27:22.000Z","date":"2026-05-21","kind":"purchase","planned":false,"acquired":true,"shares":800,"price":47,"value":37600.0,"ownership":{"direct":true},"balance_after":14977,"source":{"system":"sec-edgar","filing":"0001976607-26-000008","document":"form4-05212026_090517.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1976607/000197660726000008/form4-05212026_090517.xml","form_type":"4"}},{"id":768236,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38232,"kind":"person","name":"Kuczinski Anthony J","position":1,"cik":"0001976607","reported_name":"Kuczinski Anthony J","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"Common Stock","published_at":"2026-05-21T21:27:22.000Z","date":"2026-05-21","kind":"purchase","planned":false,"acquired":true,"shares":200,"price":47,"value":9400.0,"ownership":{"direct":true},"balance_after":14177,"source":{"system":"sec-edgar","filing":"0001976607-26-000008","document":"form4-05212026_090517.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1976607/000197660726000008/form4-05212026_090517.xml","form_type":"4"}},{"id":782443,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":37259,"kind":"person","name":"Ashe Gena L","position":1,"cik":"0001669943","reported_name":"Ashe Gena L","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"2025 RSU Award","published_at":"2026-05-12T20:49:57.000Z","date":"2026-05-11","kind":"exercise","planned":false,"acquired":false,"shares":1797,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each Restricted Stock Unit (\"RSU\") settles for one share of the Issuer's Common Stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On May 7, 2025, the Reporting Person was granted an RSU Award in the amount of 1,797 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on May 7, 2026."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"The Reporting Person elected to sell shares to cover the associated tax liability incurred due to the vesting and settlement of the RSUs reported on this Form 4.The Issuer delayed the settlement, pursuant to the terms of the RSU Award Agreement, so that the sales to cover the tax liability occurred during an open trading window."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On May 7, 2025, the Reporting Person was granted an RSU Award in the amount of 1,797 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on May 7, 2026."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"The Reporting Person elected to sell shares to cover the associated tax liability incurred due to the vesting and settlement of the RSUs reported on this Form 4.The Issuer delayed the settlement, pursuant to the terms of the RSU Award Agreement, so that the sales to cover the tax liability occurred during an open trading window."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":1797},"source":{"system":"sec-edgar","filing":"0001669943-26-000006","document":"form4-05122026_080553.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1669943/000166994326000006/form4-05122026_080553.xml","form_type":"4"}},{"id":782442,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, 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vesting and settlement of the Reporting Person's RSUs reported on this Form 4."}],"balance_after":5070,"source":{"system":"sec-edgar","filing":"0001669943-26-000006","document":"form4-05122026_080553.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1669943/000166994326000006/form4-05122026_080553.xml","form_type":"4"}},{"id":782440,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":37259,"kind":"person","name":"Ashe Gena L","position":1,"cik":"0001669943","reported_name":"Ashe Gena L","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"Common 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The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,525 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2525},"source":{"system":"sec-edgar","filing":"0001937316-26-000010","document":"form4-05082026_080503.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000010/form4-05082026_080503.xml","form_type":"4"}},{"id":786340,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-05-08T20:56:07.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":1322,"price":43.68,"value":57744.96,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":18559,"source":{"system":"sec-edgar","filing":"0001937316-26-000010","document":"form4-05082026_080503.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000010/form4-05082026_080503.xml","form_type":"4"}},{"id":786339,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-05-08T20:56:07.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":3358,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":19881,"source":{"system":"sec-edgar","filing":"0001937316-26-000010","document":"form4-05082026_080503.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000010/form4-05082026_080503.xml","form_type":"4"}},{"id":786338,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"2023 LTIP - PSUs","published_at":"2026-05-08T20:54:07.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":false,"shares":2020,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2020},"source":{"system":"sec-edgar","filing":"0001937132-26-000008","document":"form4-05082026_080503.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000008/form4-05082026_080503.xml","form_type":"4"}},{"id":786337,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"Common Stock","published_at":"2026-05-08T20:54:07.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":1374,"price":43.68,"value":60016.32,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":18353,"source":{"system":"sec-edgar","filing":"0001937132-26-000008","document":"form4-05082026_080503.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000008/form4-05082026_080503.xml","form_type":"4"}},{"id":786336,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"Common Stock","published_at":"2026-05-08T20:54:07.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":2686,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":19727,"source":{"system":"sec-edgar","filing":"0001937132-26-000008","document":"form4-05082026_080503.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000008/form4-05082026_080503.xml","form_type":"4"}},{"id":787036,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"2023 LTIP - PSUs","published_at":"2026-05-08T20:52:09.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":false,"shares":2020,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2020},"source":{"system":"sec-edgar","filing":"0001937549-26-000008","document":"form4-05082026_080505.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000008/form4-05082026_080505.xml","form_type":"4"}},{"id":787035,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"Common Stock","published_at":"2026-05-08T20:52:09.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":1004,"price":43.68,"value":43854.72,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":28147,"source":{"system":"sec-edgar","filing":"0001937549-26-000008","document":"form4-05082026_080505.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000008/form4-05082026_080505.xml","form_type":"4"}},{"id":787034,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"Common Stock","published_at":"2026-05-08T20:52:09.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":2686,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":29151,"source":{"system":"sec-edgar","filing":"0001937549-26-000008","document":"form4-05082026_080505.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000008/form4-05082026_080505.xml","form_type":"4"}},{"id":786335,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"2023 LTIP - PSUs","published_at":"2026-05-08T20:50:13.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":false,"shares":3619,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,619 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,619 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":3619},"source":{"system":"sec-edgar","filing":"0001936023-26-000008","document":"form4-05082026_080509.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000008/form4-05082026_080509.xml","form_type":"4"}},{"id":786334,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"Common Stock","published_at":"2026-05-08T20:50:13.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":1894,"price":43.68,"value":82729.92,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":37736,"source":{"system":"sec-edgar","filing":"0001936023-26-000008","document":"form4-05082026_080509.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000008/form4-05082026_080509.xml","form_type":"4"}},{"id":786333,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"Common Stock","published_at":"2026-05-08T20:50:13.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":4813,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":39630,"source":{"system":"sec-edgar","filing":"0001936023-26-000008","document":"form4-05082026_080509.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000008/form4-05082026_080509.xml","form_type":"4"}},{"id":786449,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CFO - Skyward Group"}}],"security":"2023 LTIP - PSUs","published_at":"2026-05-08T20:48:19.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":false,"shares":3787,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,787 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,787 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":3787},"source":{"system":"sec-edgar","filing":"0001211319-26-000008","document":"form4-05082026_080515.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000008/form4-05082026_080515.xml","form_type":"4"}},{"id":786448,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CFO - Skyward Group"}}],"security":"Common Stock","published_at":"2026-05-08T20:48:19.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":1982,"price":43.68,"value":86573.76,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":139466,"source":{"system":"sec-edgar","filing":"0001211319-26-000008","document":"form4-05082026_080515.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000008/form4-05082026_080515.xml","form_type":"4"}},{"id":786447,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CFO - Skyward Group"}}],"security":"Common Stock","published_at":"2026-05-08T20:48:19.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":5036,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":141448,"source":{"system":"sec-edgar","filing":"0001211319-26-000008","document":"form4-05082026_080515.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000008/form4-05082026_080515.xml","form_type":"4"}},{"id":786657,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"2023 LTIP - PSUs","published_at":"2026-05-08T20:46:28.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":false,"shares":15151,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 15,151 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 15,151 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":15151},"source":{"system":"sec-edgar","filing":"0001415833-26-000012","document":"form4-05082026_080524.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000012/form4-05082026_080524.xml","form_type":"4"}},{"id":786656,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-05-08T20:46:28.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":7930,"price":43.68,"value":346382.4,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":179894,"source":{"system":"sec-edgar","filing":"0001415833-26-000012","document":"form4-05082026_080524.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000012/form4-05082026_080524.xml","form_type":"4"}},{"id":786655,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-05-08T20:46:28.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":20150,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":187824,"source":{"system":"sec-edgar","filing":"0001415833-26-000012","document":"form4-05082026_080524.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000012/form4-05082026_080524.xml","form_type":"4"}},{"id":787761,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"2023 LTIP - PSUs","published_at":"2026-05-08T20:44:56.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":false,"shares":2861,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,861 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,861 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2861},"source":{"system":"sec-edgar","filing":"0001936008-26-000008","document":"form4-05082026_080552.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000008/form4-05082026_080552.xml","form_type":"4"}},{"id":787760,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"Common Stock","published_at":"2026-05-08T20:44:56.000Z","date":"2026-05-06","kind":"tax_withholding","planned":false,"acquired":false,"shares":1671,"price":43.68,"value":72989.28,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":20097,"source":{"system":"sec-edgar","filing":"0001936008-26-000008","document":"form4-05082026_080552.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000008/form4-05082026_080552.xml","form_type":"4"}},{"id":787759,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"Common Stock","published_at":"2026-05-08T20:44:56.000Z","date":"2026-05-06","kind":"exercise","planned":false,"acquired":true,"shares":3805,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":21768,"source":{"system":"sec-edgar","filing":"0001936008-26-000008","document":"form4-05082026_080552.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000008/form4-05082026_080552.xml","form_type":"4"}},{"id":786332,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48650,"kind":"person","name":"Terry Katharine","position":1,"cik":"0001936853","reported_name":"Terry Katharine","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"2026 RSU Award","published_at":"2026-05-08T20:34:20.000Z","date":"2026-05-06","kind":"grant","planned":false,"acquired":true,"shares":3334,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F2","text":"On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"The Reporting Person has elected to defer the settlement of this RSU award until their separation from the Company, pursuant to the Issuer's Deferred Compensation Plan for Non-Employee Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F2","text":"On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"The Reporting Person has elected to defer the settlement of this RSU award until their separation from the Company, pursuant to the Issuer's Deferred Compensation Plan for Non-Employee Directors."}],"balance_after":3334,"derivative":{"underlying":"Common Stock","underlying_shares":3334},"source":{"system":"sec-edgar","filing":"0001936853-26-000002","document":"form4-05082026_080516.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193685326000002/form4-05082026_080516.xml","form_type":"4"}},{"id":786331,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48649,"kind":"person","name":"Peirce Christopher Locke","position":1,"cik":"0002106014","reported_name":"Peirce Christopher Locke","relationship":{"director":true,"officer":false,"ten_percent_owner":false,"other":false}}],"security":"2026 RSU Award","published_at":"2026-05-08T20:32:12.000Z","date":"2026-05-06","kind":"grant","planned":false,"acquired":true,"shares":3890,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F2","text":"On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,890 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F2","text":"On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,890 RSUs. 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Reporting Person undertakes to provide to Issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth herein."}],"balance_after":156395,"source":{"system":"sec-edgar","filing":"0001415833-26-000010","document":"form4-02272026_090236.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000010/form4-02272026_090236.xml","form_type":"4"}},{"id":876750,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":63163,"kind":"person","name":"McHarg Taryn Leonie","position":1,"cik":"0002102589","reported_name":"McHarg Taryn Leonie","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":true,"officer_title":"CFO - Apollo","other_text":"Division of Skyward Group"}}],"security":"2026 MIP - RSUs","published_at":"2026-02-27T21:05:35.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":37854,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F2","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 37,854 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F2","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 37,854 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":37854,"derivative":{"underlying":"Common Stock","underlying_shares":37854},"source":{"system":"sec-edgar","filing":"0002102589-26-000006","document":"form4-02272026_040229.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000210258926000006/form4-02272026_040229.xml","form_type":"4"}},{"id":876749,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":64228,"kind":"person","name":"Slaughter James Richard","position":1,"cik":"0002102458","reported_name":"Slaughter James Richard","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":true,"officer_title":"CUO - Apollo","other_text":"Division of Skyward Group"}}],"security":"2026 MIP - RSUs","published_at":"2026-02-27T21:05:33.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":108154,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 108,154 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 108,154 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":108154,"derivative":{"underlying":"Common Stock","underlying_shares":108154},"source":{"system":"sec-edgar","filing":"0002102458-26-000005","document":"form4-02272026_040227.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000210245826000005/form4-02272026_040227.xml","form_type":"4"}},{"id":876742,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":64227,"kind":"person","name":"Ibeson David Christopher Ben","position":1,"cik":"0002101244","reported_name":"Ibeson David Christopher Ben","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":true,"officer_title":"CEO - Apollo","other_text":"Division of Skyward Group"}}],"security":"2026 MIP - RSUs","published_at":"2026-02-27T21:05:31.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":21630,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 21,630 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 21,630 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":21630,"derivative":{"underlying":"Common Stock","underlying_shares":21630},"source":{"system":"sec-edgar","filing":"0002101244-26-000005","document":"form4-02272026_040225.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000210124426000005/form4-02272026_040225.xml","form_type":"4"}},{"id":876748,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"2026 Bright Future - RSUs","published_at":"2026-02-27T21:05:23.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0001937132-26-000006","document":"form4-02272026_040220.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000006/form4-02272026_040220.xml","form_type":"4"}},{"id":876747,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:23.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":2884,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 2,884 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 2,884 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 2,884 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":2884,"derivative":{"underlying":"Common Stock","underlying_shares":2884},"source":{"system":"sec-edgar","filing":"0001937132-26-000006","document":"form4-02272026_040220.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000006/form4-02272026_040220.xml","form_type":"4"}},{"id":876746,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:23.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":2884,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 2,884 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 2,884 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":2884,"derivative":{"underlying":"Common Stock","underlying_shares":2884},"source":{"system":"sec-edgar","filing":"0001937132-26-000006","document":"form4-02272026_040220.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000006/form4-02272026_040220.xml","form_type":"4"}},{"id":876745,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:23.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":2020,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2020},"source":{"system":"sec-edgar","filing":"0001937132-26-000006","document":"form4-02272026_040220.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000006/form4-02272026_040220.xml","form_type":"4"}},{"id":876744,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:23.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":847,"price":45.89,"value":38868.83,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":17041,"source":{"system":"sec-edgar","filing":"0001937132-26-000006","document":"form4-02272026_040220.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000006/form4-02272026_040220.xml","form_type":"4"}},{"id":876743,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48652,"kind":"person","name":"Kapadia Sandip A","position":1,"cik":"0001937132","reported_name":"Kapadia Sandip A","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Head of Actuarial"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:23.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":2343,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":17888,"source":{"system":"sec-edgar","filing":"0001937132-26-000006","document":"form4-02272026_040220.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193713226000006/form4-02272026_040220.xml","form_type":"4"}},{"id":877542,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"2026 Bright Future - RSUs","published_at":"2026-02-27T21:05:16.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0001937549-26-000006","document":"form4-02272026_040211.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000006/form4-02272026_040211.xml","form_type":"4"}},{"id":877541,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:16.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1261,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":1261,"derivative":{"underlying":"Common Stock","underlying_shares":1261},"source":{"system":"sec-edgar","filing":"0001937549-26-000006","document":"form4-02272026_040211.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000006/form4-02272026_040211.xml","form_type":"4"}},{"id":877540,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:16.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1261,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":1261,"derivative":{"underlying":"Common Stock","underlying_shares":1261},"source":{"system":"sec-edgar","filing":"0001937549-26-000006","document":"form4-02272026_040211.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000006/form4-02272026_040211.xml","form_type":"4"}},{"id":877539,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:16.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":2020,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2020},"source":{"system":"sec-edgar","filing":"0001937549-26-000006","document":"form4-02272026_040211.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000006/form4-02272026_040211.xml","form_type":"4"}},{"id":877538,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:16.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":876,"price":45.89,"value":40199.64,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":26465,"source":{"system":"sec-edgar","filing":"0001937549-26-000006","document":"form4-02272026_040211.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000006/form4-02272026_040211.xml","form_type":"4"}},{"id":877537,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48767,"kind":"person","name":"Bodnar Dan PK","position":1,"cik":"0001937549","reported_name":"Bodnar Dan PK","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chief Information Officer"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:16.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":2343,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":27341,"source":{"system":"sec-edgar","filing":"0001937549-26-000006","document":"form4-02272026_040211.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1937549/000193754926000006/form4-02272026_040211.xml","form_type":"4"}},{"id":876741,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:12.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1442,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F8","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":1442,"derivative":{"underlying":"Common Stock","underlying_shares":1442},"source":{"system":"sec-edgar","filing":"0001937316-26-000008","document":"form4-02272026_040208.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000008/form4-02272026_040208.xml","form_type":"4"}},{"id":876740,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:12.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1442,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":1442,"derivative":{"underlying":"Common Stock","underlying_shares":1442},"source":{"system":"sec-edgar","filing":"0001937316-26-000008","document":"form4-02272026_040208.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000008/form4-02272026_040208.xml","form_type":"4"}},{"id":876739,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:12.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1442,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,442 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,442 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":1442,"derivative":{"underlying":"Common Stock","underlying_shares":1442},"source":{"system":"sec-edgar","filing":"0001937316-26-000008","document":"form4-02272026_040208.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000008/form4-02272026_040208.xml","form_type":"4"}},{"id":876738,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:12.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":2525,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,525 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,525 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2525},"source":{"system":"sec-edgar","filing":"0001937316-26-000008","document":"form4-02272026_040208.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000008/form4-02272026_040208.xml","form_type":"4"}},{"id":876737,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:12.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":1153,"price":45.89,"value":52911.17,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":16523,"source":{"system":"sec-edgar","filing":"0001937316-26-000008","document":"form4-02272026_040208.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000008/form4-02272026_040208.xml","form_type":"4"}},{"id":876736,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":38062,"kind":"person","name":"Schmitt Thomas N","position":1,"cik":"0001937316","reported_name":"Schmitt Thomas N","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"CPO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:12.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":2929,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":17676,"source":{"system":"sec-edgar","filing":"0001937316-26-000008","document":"form4-02272026_040208.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193731626000008/form4-02272026_040208.xml","form_type":"4"}},{"id":878554,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"2026 Bright Future - RSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0001936008-26-000006","document":"form4-02272026_040207.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000006/form4-02272026_040207.xml","form_type":"4"}},{"id":878553,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1442,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":1442,"derivative":{"underlying":"Common Stock","underlying_shares":1442},"source":{"system":"sec-edgar","filing":"0001936008-26-000006","document":"form4-02272026_040207.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000006/form4-02272026_040207.xml","form_type":"4"}},{"id":878552,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1442,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,442 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,442 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":1442,"derivative":{"underlying":"Common Stock","underlying_shares":1442},"source":{"system":"sec-edgar","filing":"0001936008-26-000006","document":"form4-02272026_040207.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000006/form4-02272026_040207.xml","form_type":"4"}},{"id":878551,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":2861,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,861 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 2,861 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2861},"source":{"system":"sec-edgar","filing":"0001936008-26-000006","document":"form4-02272026_040207.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000006/form4-02272026_040207.xml","form_type":"4"}},{"id":878550,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":1391,"price":45.89,"value":63832.99,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":17963,"source":{"system":"sec-edgar","filing":"0001936008-26-000006","document":"form4-02272026_040207.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000006/form4-02272026_040207.xml","form_type":"4"}},{"id":878549,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48923,"kind":"person","name":"Duffy Sean W","position":1,"cik":"0001936008","reported_name":"Duffy Sean W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & Chief Claims Officer"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":3318,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":19354,"source":{"system":"sec-edgar","filing":"0001936008-26-000006","document":"form4-02272026_040207.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000006/form4-02272026_040207.xml","form_type":"4"}},{"id":876978,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & CFO, Skyward Group"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F8","text":"On February 25, 2026, the Reporting Person was granted  4,326 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted  4,326 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted  4,326 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0001211319-26-000006","document":"form4-02272026_040203.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000006/form4-02272026_040203.xml","form_type":"4"}},{"id":876977,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & CFO, Skyward Group"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted  4,326 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted  4,326 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted  4,326 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0001211319-26-000006","document":"form4-02272026_040203.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000006/form4-02272026_040203.xml","form_type":"4"}},{"id":876976,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & CFO, Skyward Group"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0001211319-26-000006","document":"form4-02272026_040203.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000006/form4-02272026_040203.xml","form_type":"4"}},{"id":876975,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & CFO, Skyward Group"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":3787,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,787 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,787 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":3787},"source":{"system":"sec-edgar","filing":"0001211319-26-000006","document":"form4-02272026_040203.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000006/form4-02272026_040203.xml","form_type":"4"}},{"id":876974,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & CFO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":1436,"price":45.89,"value":65898.04,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":136412,"source":{"system":"sec-edgar","filing":"0001211319-26-000006","document":"form4-02272026_040203.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000006/form4-02272026_040203.xml","form_type":"4"}},{"id":876973,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48674,"kind":"person","name":"HAUSHILL MARK W","position":1,"cik":"0001211319","reported_name":"HAUSHILL MARK W","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"EVP & CFO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:10.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":4392,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":137848,"source":{"system":"sec-edgar","filing":"0001211319-26-000006","document":"form4-02272026_040203.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1211319/000121131926000006/form4-02272026_040203.xml","form_type":"4"}},{"id":877093,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":28841,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F8","text":"On February 25, 2026, the Reporting Person was granted  28,841 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted  28,841 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted  28,841 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":28841,"derivative":{"underlying":"Common Stock","underlying_shares":28841},"source":{"system":"sec-edgar","filing":"0001415833-26-000008","document":"form4-02272026_040201.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000008/form4-02272026_040201.xml","form_type":"4"}},{"id":877092,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":28841,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted  28,841 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted  28,841 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted  28,841 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":28841,"derivative":{"underlying":"Common Stock","underlying_shares":28841},"source":{"system":"sec-edgar","filing":"0001415833-26-000008","document":"form4-02272026_040201.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000008/form4-02272026_040201.xml","form_type":"4"}},{"id":877091,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":28841,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 28,841 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 28,841 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":28841,"derivative":{"underlying":"Common Stock","underlying_shares":28841},"source":{"system":"sec-edgar","filing":"0001415833-26-000008","document":"form4-02272026_040201.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000008/form4-02272026_040201.xml","form_type":"4"}},{"id":877090,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":15151,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 15,151 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 15,151 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":15151},"source":{"system":"sec-edgar","filing":"0001415833-26-000008","document":"form4-02272026_040201.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000008/form4-02272026_040201.xml","form_type":"4"}},{"id":877089,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":6916,"price":45.89,"value":317375.24,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":145574,"source":{"system":"sec-edgar","filing":"0001415833-26-000008","document":"form4-02272026_040201.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000008/form4-02272026_040201.xml","form_type":"4"}},{"id":877088,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48687,"kind":"person","name":"Robinson Andrew S","position":1,"cik":"0001415833","reported_name":"Robinson Andrew S","relationship":{"director":true,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Chairman & CEO, Skyward Group"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":17575,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":152490,"source":{"system":"sec-edgar","filing":"0001415833-26-000008","document":"form4-02272026_040201.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1415833/000141583326000008/form4-02272026_040201.xml","form_type":"4"}},{"id":876735,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":7210,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F8","text":"On February 25, 2026, the Reporting Person was granted 7,210 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted 7,210 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F8","text":"On February 25, 2026, the Reporting Person was granted 7,210 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":7210,"derivative":{"underlying":"Common Stock","underlying_shares":7210},"source":{"system":"sec-edgar","filing":"0001936023-26-000006","document":"form4-02272026_040205.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000006/form4-02272026_040205.xml","form_type":"4"}},{"id":876734,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":7210,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 7,210 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 7,210 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F7","text":"On February 25, 2026, the Reporting Person was granted 7,210 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":7210,"derivative":{"underlying":"Common Stock","underlying_shares":7210},"source":{"system":"sec-edgar","filing":"0001936023-26-000006","document":"form4-02272026_040205.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000006/form4-02272026_040205.xml","form_type":"4"}},{"id":876733,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":7210,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 7,210 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 7,210 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":7210,"derivative":{"underlying":"Common Stock","underlying_shares":7210},"source":{"system":"sec-edgar","filing":"0001936023-26-000006","document":"form4-02272026_040205.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000006/form4-02272026_040205.xml","form_type":"4"}},{"id":876732,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"2023 LTIP - PSUs","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":false,"shares":3619,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,619 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the Reporting Person was awarded 3,619 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":3619},"source":{"system":"sec-edgar","filing":"0001936023-26-000006","document":"form4-02272026_040205.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000006/form4-02272026_040205.xml","form_type":"4"}},{"id":876731,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-26","kind":"tax_withholding","planned":false,"acquired":false,"shares":1652,"price":45.89,"value":75810.28,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."}],"balance_after":34817,"source":{"system":"sec-edgar","filing":"0001936023-26-000006","document":"form4-02272026_040205.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000006/form4-02272026_040205.xml","form_type":"4"}},{"id":876730,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":48651,"kind":"person","name":"Burkhart John A III","position":1,"cik":"0001936023","reported_name":"Burkhart John A III","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"President, US P&C"}}],"security":"Common Stock","published_at":"2026-02-27T21:05:08.000Z","date":"2026-02-25","kind":"exercise","planned":false,"acquired":true,"shares":4198,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units (\"PSUs\") listed in Line I of Table II."}],"balance_after":36469,"source":{"system":"sec-edgar","filing":"0001936023-26-000006","document":"form4-02272026_040205.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1519449/000193602326000006/form4-02272026_040205.xml","form_type":"4"}},{"id":877679,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":64281,"kind":"person","name":"Khan Shakoor","position":1,"cik":"0002033298","reported_name":"Khan Shakoor","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Corp. Dev. Officer"}}],"security":"2026 Bright Future - RSUs","published_at":"2026-02-27T16:05:28.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":4326,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030."}],"balance_after":4326,"derivative":{"underlying":"Common Stock","underlying_shares":4326},"source":{"system":"sec-edgar","filing":"0002033298-26-000002","document":"form4-02272026_040223.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/2033298/000203329826000002/form4-02272026_040223.xml","form_type":"4"}},{"id":877678,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":64281,"kind":"person","name":"Khan Shakoor","position":1,"cik":"0002033298","reported_name":"Khan Shakoor","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Corp. Dev. Officer"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T16:05:28.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1261,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":1261,"derivative":{"underlying":"Common Stock","underlying_shares":1261},"source":{"system":"sec-edgar","filing":"0002033298-26-000002","document":"form4-02272026_040223.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/2033298/000203329826000002/form4-02272026_040223.xml","form_type":"4"}},{"id":877677,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":64281,"kind":"person","name":"Khan Shakoor","position":1,"cik":"0002033298","reported_name":"Khan Shakoor","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Corp. Dev. Officer"}}],"security":"2026 LTIP - PSUs","published_at":"2026-02-27T16:05:28.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1261,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"On February 25, 2026, the Reporting Person was granted 1,261 Performance Stock Units (\"PSUs\"). Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 25, 2026, the Reporting Person was granted 1,261 Performance Stock Units (\"PSUs\"). Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 25, 2026, the Reporting Person was granted 1,261 Performance Stock Units (\"PSUs\"). Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028."}],"balance_after":1261,"derivative":{"underlying":"Common Stock","underlying_shares":1261},"source":{"system":"sec-edgar","filing":"0002033298-26-000002","document":"form4-02272026_040223.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/2033298/000203329826000002/form4-02272026_040223.xml","form_type":"4"}},{"id":877676,"issuer":{"id":4400,"kind":"organization","name":"Skyward Specialty Insurance Group, Inc."},"owners":[{"id":64281,"kind":"person","name":"Khan Shakoor","position":1,"cik":"0002033298","reported_name":"Khan Shakoor","relationship":{"director":false,"officer":true,"ten_percent_owner":false,"other":false,"officer_title":"Corp. Dev. Officer"}}],"security":"2026 LTIP - RSUs","published_at":"2026-02-27T16:05:28.000Z","date":"2026-02-25","kind":"grant","planned":false,"acquired":true,"shares":1261,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029."}],"balance_after":1261,"derivative":{"underlying":"Common Stock","underlying_shares":1261},"source":{"system":"sec-edgar","filing":"0002033298-26-000002","document":"form4-02272026_040223.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/2033298/000203329826000002/form4-02272026_040223.xml","form_type":"4"}}],"next_cursor":"2026-02-27T16:05:28.000000Z,877676"}