{"transactions":[{"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":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":939660,"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 IPO RSU Grant (3-Year)","published_at":"2026-01-14T22:08:36.000Z","date":"2026-01-12","kind":"exercise","planned":false,"acquired":false,"shares":5000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"Each 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 January 12, 2023, the Reporting Person was granted an RSU Award in the amount of 10,000 RSUs. Subject to the terms of the RSU Agreement, 50% of the RSUs fully vested on January 12, 2025, and the remaining 50% of the RSUs fully vested on January 12, 2026."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On January 12, 2023, the Reporting Person was granted an RSU Award in the amount of 10,000 RSUs. Subject to the terms of the RSU Agreement, 50% of the RSUs fully vested on January 12, 2025, and the remaining 50% of the RSUs fully vested on January 12, 2026."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":5000},"source":{"system":"sec-edgar","filing":"0001936008-26-000004","document":"form4-01142026_100132.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000004/form4-01142026_100132.xml","form_type":"4"}},{"id":939659,"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 IPO RSU Grant (4-Year)","published_at":"2026-01-14T22:08:36.000Z","date":"2026-01-12","kind":"exercise","planned":false,"acquired":false,"shares":5000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On January 12, 2023, the Reporting Person was granted an RSU Award in the amount of 10,000 RSUs. Subject to the terms of the RSU Agreement, 50% of the RSUs fully vested on January 12, 2026. Subject to the Reporting Person's continuous service the remaining 50% of the RSUs will vest on January 12, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On January 12, 2023, the Reporting Person was granted an RSU Award in the amount of 10,000 RSUs. Subject to the terms of the RSU Agreement, 50% of the RSUs fully vested on January 12, 2026. Subject to the Reporting Person's continuous service the remaining 50% of the RSUs will vest on January 12, 2027."}],"balance_after":5000,"derivative":{"underlying":"Common Stock","underlying_shares":5000},"source":{"system":"sec-edgar","filing":"0001936008-26-000004","document":"form4-01142026_100132.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000004/form4-01142026_100132.xml","form_type":"4"}},{"id":939658,"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":"2026-01-14T22:08:36.000Z","date":"2026-01-12","kind":"tax_withholding","planned":false,"acquired":false,"shares":2095,"price":46.1,"value":96579.5,"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 RSUs listed in Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The number of shares withheld by the Issuer for the Reporting Owner was calculated using the closing price of the Issuer's Common Stock on the vesting date, January 12, 2026, pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Long Term Incentive Plan."}],"balance_after":16036,"source":{"system":"sec-edgar","filing":"0001936008-26-000004","document":"form4-01142026_100132.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000004/form4-01142026_100132.xml","form_type":"4"}},{"id":939657,"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":"2026-01-14T22:08:36.000Z","date":"2026-01-12","kind":"exercise","planned":false,"acquired":true,"shares":5000,"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 Restricted Stock Units (\"RSUs\") listed in Table II."}],"balance_after":18131,"source":{"system":"sec-edgar","filing":"0001936008-26-000004","document":"form4-01142026_100132.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000004/form4-01142026_100132.xml","form_type":"4"}},{"id":939656,"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":"2026-01-14T22:08:36.000Z","date":"2026-01-12","kind":"tax_withholding","planned":false,"acquired":false,"shares":2276,"price":46.1,"value":104923.6,"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 RSUs listed in Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The number of shares withheld by the Issuer for the Reporting Owner was calculated using the closing price of the Issuer's Common Stock on the vesting date, January 12, 2026, pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Long Term Incentive Plan."}],"balance_after":13131,"source":{"system":"sec-edgar","filing":"0001936008-26-000004","document":"form4-01142026_100132.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000004/form4-01142026_100132.xml","form_type":"4"}},{"id":939655,"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":"2026-01-14T22:08:36.000Z","date":"2026-01-12","kind":"exercise","planned":false,"acquired":true,"shares":5000,"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 Restricted Stock Units (\"RSUs\") listed in Table II."}],"balance_after":15407,"source":{"system":"sec-edgar","filing":"0001936008-26-000004","document":"form4-01142026_100132.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000004/form4-01142026_100132.xml","form_type":"4"}},{"id":954020,"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 - RSUs","published_at":"2026-01-05T21:39:38.000Z","date":"2026-01-01","kind":"exercise","planned":false,"acquired":false,"shares":2861,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On February 27, 2023, the Reporting Person was granted an RSU Award in the amount of 2,861 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on January 1, 2026."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On February 27, 2023, the Reporting Person was granted an RSU Award in the amount of 2,861 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on January 1, 2026."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":2861},"source":{"system":"sec-edgar","filing":"0001936008-26-000002","document":"form4-01052026_090133.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000002/form4-01052026_090133.xml","form_type":"4"}},{"id":954019,"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":"2026-01-05T21:39:38.000Z","date":"2026-01-01","kind":"tax_withholding","planned":false,"acquired":false,"shares":1267,"price":51.11,"value":64756.37,"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 RSUs listed in Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The number of shares withheld by the Issuer for the Reporting Owner was calculated using the closing price of the Issuer's Common Stock for the trading day immediately preceding the vesting date, December 31, 2025, pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Long Term Incentive Plan."}],"balance_after":10407,"source":{"system":"sec-edgar","filing":"0001936008-26-000002","document":"form4-01052026_090133.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000002/form4-01052026_090133.xml","form_type":"4"}},{"id":954018,"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":"2026-01-05T21:39:38.000Z","date":"2026-01-01","kind":"exercise","planned":false,"acquired":true,"shares":2861,"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 Restricted Stock Units (\"RSUs\") listed in Table II."}],"balance_after":11674,"source":{"system":"sec-edgar","filing":"0001936008-26-000002","document":"form4-01052026_090133.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000193600826000002/form4-01052026_090133.xml","form_type":"4"}},{"id":1202333,"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":"2025-03-18T20:47:06.000Z","date":"2025-03-17","kind":"sale","planned":true,"acquired":false,"shares":5625,"price":48.9,"value":275062.5,"ownership":{"direct":true},"footnotes":[{"field":"shares","element":"transactionShares","label":"F1","text":"The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 11, 2024."}],"balance_after":8813,"source":{"system":"sec-edgar","filing":"0001415889-25-008432","document":"form4-03182025_080302.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925008432/form4-03182025_080302.xml","form_type":"4"}},{"id":1216398,"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 IPO RSU Grant (3-Year)","published_at":"2025-03-10T20:27:40.000Z","date":"2025-03-06","kind":"exercise","planned":false,"acquired":false,"shares":5000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"security","element":"securityTitle","label":"F6","text":"On January 12, 2023, in conjunction with the Company's IPO the Reporting Person was granted an RSU award in the amount of 10,000 RSUs; 5,000 of the RSUs vested on January 12, 2025 and settled on March 6, 2025. The remaining 5,000 RSUs will fully vest on January 12, 2026 subject to the Reporting Person's continuous service through the vesting date."},{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive, at settlement, one share of Common Stock of the Issuer."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F6","text":"On January 12, 2023, in conjunction with the Company's IPO the Reporting Person was granted an RSU award in the amount of 10,000 RSUs; 5,000 of the RSUs vested on January 12, 2025 and settled on March 6, 2025. The remaining 5,000 RSUs will fully vest on January 12, 2026 subject to the Reporting Person's continuous service through the vesting date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F6","text":"On January 12, 2023, in conjunction with the Company's IPO the Reporting Person was granted an RSU award in the amount of 10,000 RSUs; 5,000 of the RSUs vested on January 12, 2025 and settled on March 6, 2025. The remaining 5,000 RSUs will fully vest on January 12, 2026 subject to the Reporting Person's continuous service through the vesting date."}],"balance_after":5000,"derivative":{"underlying":"Common Stock","underlying_shares":5000},"source":{"system":"sec-edgar","filing":"0001415889-25-007517","document":"form4-03102025_080336.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925007517/form4-03102025_080336.xml","form_type":"4"}},{"id":1216397,"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":"2022 LTIP - PSUs","published_at":"2025-03-10T20:27:40.000Z","date":"2025-03-06","kind":"exercise","planned":false,"acquired":false,"shares":4993,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each Performance Stock Unit (\"PSU\") represents the right to receive, at settlement, one share of Common Stock of the Issuer."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"On January 1, 2022, the Reporting Person was awarded 4,305 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2022 through December 31, 2024. Each PSU is equivalent to one share of the Company's Common Stock. 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 January 1, 2025 and settled upon certification by the Compensation Committee."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"On January 1, 2022, the Reporting Person was awarded 4,305 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2022 through December 31, 2024. Each PSU is equivalent to one share of the Company's Common Stock. 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 January 1, 2025 and settled upon certification by the Compensation Committee."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":4993},"source":{"system":"sec-edgar","filing":"0001415889-25-007517","document":"form4-03102025_080336.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925007517/form4-03102025_080336.xml","form_type":"4"}},{"id":1216396,"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":"2025-03-10T20:27:40.000Z","date":"2025-03-06","kind":"sale","planned":false,"acquired":false,"shares":2008,"price":50.2399,"value":100881.7192,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"Sales to cover taxes and fees incurred in connection with the vesting and settlement of the Reporting Person's RSUs and PSUs reported on this Form 4."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $49.53- $51.47, inclusive (weighted average of $50.2399). 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."}],"balance_after":14438,"source":{"system":"sec-edgar","filing":"0001415889-25-007517","document":"form4-03102025_080336.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925007517/form4-03102025_080336.xml","form_type":"4"}},{"id":1216395,"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":"2025-03-10T20:27:40.000Z","date":"2025-03-06","kind":"exercise","planned":false,"acquired":true,"shares":5000,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F4","text":"Each Restricted Stock Unit (\"RSU\") represents the right to receive, at settlement, one share of Common Stock of the Issuer."}],"balance_after":16446,"source":{"system":"sec-edgar","filing":"0001415889-25-007517","document":"form4-03102025_080336.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925007517/form4-03102025_080336.xml","form_type":"4"}},{"id":1216394,"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":"2025-03-10T20:27:40.000Z","date":"2025-03-06","kind":"sale","planned":false,"acquired":false,"shares":2002,"price":50.2399,"value":100580.2798,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F2","text":"Sales to cover taxes and fees incurred in connection with the vesting and settlement of the Reporting Person's RSUs and PSUs reported on this Form 4."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $49.53- $51.47, inclusive (weighted average of $50.2399). 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."}],"balance_after":11446,"source":{"system":"sec-edgar","filing":"0001415889-25-007517","document":"form4-03102025_080336.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925007517/form4-03102025_080336.xml","form_type":"4"}},{"id":1216393,"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":"2025-03-10T20:27:40.000Z","date":"2025-03-06","kind":"exercise","planned":false,"acquired":true,"shares":4993,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Each Performance Stock Unit (\"PSU\") represents the right to receive, at settlement, one share of Common Stock of the Issuer."}],"balance_after":13448,"source":{"system":"sec-edgar","filing":"0001415889-25-007517","document":"form4-03102025_080336.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925007517/form4-03102025_080336.xml","form_type":"4"}},{"id":1241878,"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":"2025 LTIP - PSUs","published_at":"2025-02-27T22:38:14.000Z","date":"2025-02-25","kind":"grant","planned":false,"acquired":true,"shares":1351,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"On February 25, 2025, the Reporting Person was granted 1,351 PSUs. Each PSU is equivalent to one share of the Company's Common Stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2027."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 25, 2025, the Reporting Person was granted 1,351 PSUs. Each PSU is equivalent to one share of the Company's Common Stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 25, 2025, the Reporting Person was granted 1,351 PSUs. Each PSU is equivalent to one share of the Company's Common Stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2027."}],"balance_after":1351,"derivative":{"underlying":"Common Stock","underlying_shares":1351},"source":{"system":"sec-edgar","filing":"0001415889-25-005880","document":"form4-02272025_100210.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925005880/form4-02272025_100210.xml","form_type":"4"}},{"id":1241877,"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":"2025 LTIP - PSUs","published_at":"2025-02-27T22:38:14.000Z","date":"2025-02-25","kind":"grant","planned":false,"acquired":true,"shares":1351,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F3","text":"On February 25, 2025, the Reporting Person was granted 1,351 Performance Share Units (\"PSUs\"). Each PSU is equivalent to one share of the Company's Common Stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully\nvests on December 31, 2027."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"On February 25, 2025, the Reporting Person was granted 1,351 Performance Share Units (\"PSUs\"). Each PSU is equivalent to one share of the Company's Common Stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully\nvests on December 31, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"On February 25, 2025, the Reporting Person was granted 1,351 Performance Share Units (\"PSUs\"). Each PSU is equivalent to one share of the Company's Common Stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully\nvests on December 31, 2027."}],"balance_after":1351,"derivative":{"underlying":"Common Stock","underlying_shares":1351},"source":{"system":"sec-edgar","filing":"0001415889-25-005880","document":"form4-02272025_100210.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925005880/form4-02272025_100210.xml","form_type":"4"}},{"id":1241876,"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":"2025 LTIP - RSUs","published_at":"2025-02-27T22:38:14.000Z","date":"2025-02-25","kind":"grant","planned":false,"acquired":true,"shares":1351,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Upon vesting, each Restricted Stock Unit (\"RSU\") settles for one share of the Company's Common Stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F2","text":"Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2028."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F2","text":"Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2028."}],"balance_after":1351,"derivative":{"underlying":"Common Stock","underlying_shares":1351},"source":{"system":"sec-edgar","filing":"0001415889-25-005880","document":"form4-02272025_100210.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925005880/form4-02272025_100210.xml","form_type":"4"}},{"id":1312235,"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":"2025-01-07T00:14:08.000Z","date":"2025-01-02","kind":"sale","planned":true,"acquired":false,"shares":1475,"price":49.02,"value":72304.5,"ownership":{"direct":true},"footnotes":[{"field":"kind","element":"transactionCoding","label":"F1","text":"On January 1, 2022, the Reporting Person was granted a Restricted Stock Award in the amount of 4,305 shares. Each share is equivalent to one share of the Company's common stock. This award fully vested on January 1, 2025. Sales transacted to cover taxes and fees incurred by vesting event."},{"field":"shares","element":"transactionShares","label":"F2","text":"The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on August 8, 2024."},{"field":"price","element":"transactionPricePerShare","label":"F3","text":"The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $48.98 to $49.03, inclusive. The Reporting Person undertakes to provide the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth above."}],"balance_after":8455,"source":{"system":"sec-edgar","filing":"0001415889-25-000883","document":"form4-01072025_120104.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588925000883/form4-01072025_120104.xml","form_type":"4"}},{"id":1611103,"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":"2021 LTIP - Performance Share Units","published_at":"2024-02-29T21:11:36.000Z","date":"2024-02-29","kind":"exercise","planned":false,"acquired":false,"shares":4835,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Upon vesting, each Performance Share Unit (\"PSU\") settles for one share of the Company's common stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F1","text":"Upon vesting, each Performance Share Unit (\"PSU\") settles for one share of the Company's common stock."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F1","text":"Upon vesting, each Performance Share Unit (\"PSU\") settles for one share of the Company's common stock."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":4835},"source":{"system":"sec-edgar","filing":"0001415889-24-005855","document":"form4-02292024_090226.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924005855/form4-02292024_090226.xml","form_type":"4"}},{"id":1611102,"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":"2024 LTIP - Performance Share Units","published_at":"2024-02-29T21:11:36.000Z","date":"2024-02-27","kind":"grant","planned":false,"acquired":true,"shares":1745,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"On February 27, 2024, the reporting person was granted 1,745 PSUs. Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on January 1, 2027."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2024, the reporting person was granted 1,745 PSUs. Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on January 1, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2024, the reporting person was granted 1,745 PSUs. Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on January 1, 2027."}],"balance_after":1745,"derivative":{"underlying":"Common Stock","underlying_shares":1745},"source":{"system":"sec-edgar","filing":"0001415889-24-005855","document":"form4-02292024_090226.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924005855/form4-02292024_090226.xml","form_type":"4"}},{"id":1611101,"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":"2024 LTIP - Common Stock","published_at":"2024-02-29T21:11:36.000Z","date":"2024-02-27","kind":"grant","planned":false,"acquired":true,"shares":1745,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Upon vesting, each Restricted Stock Unit (\"RSU\") settles for one share of the Company's common stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2027."}],"balance_after":1745,"derivative":{"underlying":"Common Stock","underlying_shares":1745},"source":{"system":"sec-edgar","filing":"0001415889-24-005855","document":"form4-02292024_090226.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924005855/form4-02292024_090226.xml","form_type":"4"}},{"id":1611100,"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":"2024-02-29T21:11:36.000Z","date":"2024-02-29","kind":"tax_withholding","planned":false,"acquired":false,"shares":1881,"price":36.47,"value":68600.07,"ownership":{"direct":true},"balance_after":9930,"source":{"system":"sec-edgar","filing":"0001415889-24-005855","document":"form4-02292024_090226.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924005855/form4-02292024_090226.xml","form_type":"4"}},{"id":1611099,"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":"2024-02-29T21:11:36.000Z","date":"2024-02-29","kind":"exercise","planned":false,"acquired":true,"shares":4835,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Upon vesting, each Performance Share Unit (\"PSU\") settles for one share of the Company's common stock."}],"balance_after":11811,"source":{"system":"sec-edgar","filing":"0001415889-24-005855","document":"form4-02292024_090226.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924005855/form4-02292024_090226.xml","form_type":"4"}},{"id":1695079,"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":"Restricted Stock Unit","published_at":"2024-01-03T21:40:43.000Z","date":"2024-01-01","kind":"exercise","planned":false,"acquired":false,"shares":4788,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"Each restricted stock unit (\"RSU\") represents the right to receive, at settlement, one share of common stock of the issuer. This transaction represents the settlement of RSUs in shares of common stock on their scheduled vesting date."},{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Each restricted stock unit (\"RSU\") represents the right to receive, at settlement, one share of common stock of the issuer. This transaction represents the settlement of RSUs in shares of common stock on their scheduled vesting date."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F2","text":"On January 1, 2021, the reporting person was granted 4,788 RSUs. This award fully vested on January 1, 2024."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F2","text":"On January 1, 2021, the reporting person was granted 4,788 RSUs. This award fully vested on January 1, 2024."}],"balance_after":0,"derivative":{"underlying":"Common Stock","underlying_shares":4788},"source":{"system":"sec-edgar","filing":"0001415889-24-000310","document":"form4-01032024_090125.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924000310/form4-01032024_090125.xml","form_type":"4"}},{"id":1695078,"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":"2024-01-03T21:40:43.000Z","date":"2024-01-01","kind":"tax_withholding","planned":false,"acquired":false,"shares":2117,"price":33.88,"value":71723.96,"ownership":{"direct":true},"balance_after":6976,"source":{"system":"sec-edgar","filing":"0001415889-24-000310","document":"form4-01032024_090125.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924000310/form4-01032024_090125.xml","form_type":"4"}},{"id":1695077,"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":"2024-01-03T21:40:43.000Z","date":"2024-01-01","kind":"exercise","planned":false,"acquired":true,"shares":4788,"ownership":{"direct":true},"footnotes":[{"field":"price","element":"transactionPricePerShare","label":"F1","text":"Each restricted stock unit (\"RSU\") represents the right to receive, at settlement, one share of common stock of the issuer. This transaction represents the settlement of RSUs in shares of common stock on their scheduled vesting date."}],"balance_after":9093,"source":{"system":"sec-edgar","filing":"0001415889-24-000310","document":"form4-01032024_090125.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588924000310/form4-01032024_090125.xml","form_type":"4"}},{"id":1985058,"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 - Performance Share Units","published_at":"2023-03-01T21:16:03.000Z","date":"2023-02-27","kind":"grant","acquired":true,"shares":2861,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"On February 27, 2023, the reporting person was granted 2,861 Performance Share Units (\"PSUs\"). Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on January 1, 2026."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"On February 27, 2023, the reporting person was granted 2,861 Performance Share Units (\"PSUs\"). Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on January 1, 2026."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"On February 27, 2023, the reporting person was granted 2,861 Performance Share Units (\"PSUs\"). Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on January 1, 2026."}],"balance_after":2861,"derivative":{"underlying":"Common Stock","underlying_shares":2861},"source":{"system":"sec-edgar","filing":"0001415889-23-003651","document":"form4-03012023_090344.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588923003651/form4-03012023_090344.xml","form_type":"4"}},{"id":1985057,"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 - Common Stock","published_at":"2023-03-01T21:16:03.000Z","date":"2023-02-27","kind":"grant","acquired":true,"shares":2861,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Upon vesting, each Restricted Stock Unit (\"RSU\") settles for one share of Common Stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2026."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2026."}],"balance_after":2861,"derivative":{"underlying":"Common Stock","underlying_shares":2861},"source":{"system":"sec-edgar","filing":"0001415889-23-003651","document":"form4-03012023_090344.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588923003651/form4-03012023_090344.xml","form_type":"4"}},{"id":2054135,"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 Stock Options (Right-to-Buy)","published_at":"2023-01-17T21:13:05.000Z","date":"2023-01-12","kind":"grant","acquired":true,"shares":40000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"Subject to the reporting person's continuous service through the vesting date, 50% of the options will vest on January 12, 2026, and the remaining 50% will vest on January 12, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"Subject to the reporting person's continuous service through the vesting date, 50% of the options will vest on January 12, 2026, and the remaining 50% will vest on January 12, 2027."}],"balance_after":40000,"derivative":{"exercise_price":15,"underlying":"Common Stock","underlying_shares":40000},"source":{"system":"sec-edgar","filing":"0001415889-23-001022","document":"form4-01172023_090157.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588923001022/form4-01172023_090157.xml","form_type":"4"}},{"id":2054134,"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 RSU Grant (4-Year)","published_at":"2023-01-17T21:13:05.000Z","date":"2023-01-12","kind":"grant","acquired":true,"shares":10000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Upon vesting, each Restricted Stock Unit (\"RSU\") settles for one share of Common Stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"Subject to the reporting person's continuous service through the vesting date, 50% of the RSUs will vest on January 12, 2026, and the remaining 50% will vest on January 12, 2027."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"Subject to the reporting person's continuous service through the vesting date, 50% of the RSUs will vest on January 12, 2026, and the remaining 50% will vest on January 12, 2027."}],"balance_after":10000,"derivative":{"underlying":"Common Stock","underlying_shares":10000},"source":{"system":"sec-edgar","filing":"0001415889-23-001022","document":"form4-01172023_090157.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588923001022/form4-01172023_090157.xml","form_type":"4"}},{"id":2054133,"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 RSU Grant (3-Year)","published_at":"2023-01-17T21:13:05.000Z","date":"2023-01-12","kind":"grant","acquired":true,"shares":10000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F2","text":"Upon vesting, each Restricted Stock Unit (\"RSU\") settles for one share of Common Stock."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F3","text":"Subject to the reporting person's continuous service through the vesting date, 50% of the RSUs shall vest on January 12, 2025, and the remaining 50% will vest on January 12, 2026."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F3","text":"Subject to the reporting person's continuous service through the vesting date, 50% of the RSUs shall vest on January 12, 2025, and the remaining 50% will vest on January 12, 2026."}],"balance_after":10000,"derivative":{"underlying":"Common Stock","underlying_shares":10000},"source":{"system":"sec-edgar","filing":"0001415889-23-001022","document":"form4-01172023_090157.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1936008/000141588923001022/form4-01172023_090157.xml","form_type":"4"}}]}