TapewireFind a company

person · Reporting owner

Kapadia Sandip A

Disclosed activity across 1 company

Tapewire entity
48652
SEC CIK
0001937132

Export transaction history ↓

Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
Skyward Specialty Insurance Group, Inc.SKWD · Entity 4400Head of ActuarialMay 06, 2026May 08, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

Skyward Specialty Insurance Group, Inc.

Report date May 06, 2026 · Filed May 08, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect18,353 Ending reported balance After 2026-05-06 transaction · row 2
2 source rows · reconciled sequence

Row 1 · 2026-05-06 · Exercise / conversion · Acquired 2,686 · Balance 19,727

F1: 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.

Row 2 · 2026-05-06 · Tax withholding · Disposed 1,374 · Balance 18,353

F2: 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.

2023 LTIP - PSUsSEC Table II · derivative / convertible securityDirect0 Reported balance After 2026-05-06 transaction · row 3 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 3 · 2026-05-06 · Exercise / conversion · Disposed 2,020 · Balance 0

F3: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4: 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.

Filing footnotes · ownership attribution and instrument terms

F1: 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.

F2: 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.

F3: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4: 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.

Transaction history

JSON API
Reset

Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
May 06, 2026 Filed May 8, 2026 20:54 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2023 LTIP - PSUs · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000008 · form4-05082026_080503.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,020 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
May 06, 2026 Filed May 8, 2026 20:54 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Tax withholdingCommon Stock 1,374 $43.68 $60,016.32
Disclosure

SEC source: 0001937132-26-000008 · form4-05082026_080503.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,353

F2 · kind: 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.

Read SEC document
May 06, 2026 Filed May 8, 2026 20:54 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,686 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000008 · form4-05082026_080503.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,727

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

Read SEC document
February 26, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Tax withholdingCommon Stock 847 $45.89 $38,868.83
Disclosure

SEC source: 0001937132-26-000006 · form4-02272026_040220.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,041

F2 · kind: 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.

Read SEC document
February 25, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2026 Bright Future - RSUs · Derivative 4,326 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000006 · form4-02272026_040220.xml · derivative · entry 6

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,326

Underlying: Common Stock · 4,326 shares

Expires not disclosed

F5 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.

F8 · derivative.exercise_date: 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.

F8 · derivative.expiration_date: 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.

Read SEC document
February 25, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2026 LTIP - PSUs · Derivative 2,884 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000006 · form4-02272026_040220.xml · derivative · entry 5

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,884

Underlying: Common Stock · 2,884 shares

Expires not disclosed

F7 · derivative.exercise_price: 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.

F7 · derivative.exercise_date: 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.

F7 · derivative.expiration_date: 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.

Read SEC document
February 25, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2026 LTIP - RSUs · Derivative 2,884 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000006 · form4-02272026_040220.xml · derivative · entry 4

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,884

Underlying: Common Stock · 2,884 shares

Expires not disclosed

F5 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.

F6 · derivative.exercise_date: 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.

F6 · derivative.expiration_date: 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.

Read SEC document
February 25, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2023 LTIP - PSUs · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000006 · form4-02272026_040220.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,020 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
February 25, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,343 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000006 · form4-02272026_040220.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,888

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

Read SEC document
January 12, 2026 Filed Jan 14, 2026 22:07 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2023 IPO RSU Grant (3-Year) · Derivative 5,000 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000004 · form4-01142026_100102.xml · derivative · entry 6

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 5,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F6 · derivative.exercise_date: 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.

F6 · derivative.expiration_date: 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.

Read SEC document
January 12, 2026 Filed Jan 14, 2026 22:07 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2023 IPO RSU Grant (4-Year) · Derivative 5,000 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000004 · form4-01142026_100102.xml · derivative · entry 5

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,000

Underlying: Common Stock · 5,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
January 12, 2026 Filed Jan 14, 2026 22:07 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Tax withholdingCommon Stock 1,808 $46.10 $83,348.80
Disclosure

SEC source: 0001937132-26-000004 · form4-01142026_100102.xml · nonDerivative · entry 4

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,545

F2 · kind: 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.

F3 · price: 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.

Read SEC document
January 12, 2026 Filed Jan 14, 2026 22:07 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 5,000 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000004 · form4-01142026_100102.xml · nonDerivative · entry 3

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,353

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

Read SEC document
January 12, 2026 Filed Jan 14, 2026 22:07 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Tax withholdingCommon Stock 1,985 $46.10 $91,508.50
Disclosure

SEC source: 0001937132-26-000004 · form4-01142026_100102.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,353

F2 · kind: 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.

F3 · price: 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.

Read SEC document
January 12, 2026 Filed Jan 14, 2026 22:07 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 5,000 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000004 · form4-01142026_100102.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,338

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

Read SEC document
January 01, 2026 Filed Jan 5, 2026 21:37 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2023 LTIP - RSUs · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000002 · form4-01052026_090146.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,020 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F5 · derivative.exercise_date: On February 27, 2023, the Reporting Person was granted an RSU Award in the amount of 2,020 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on January 1, 2026.

F5 · derivative.expiration_date: On February 27, 2023, the Reporting Person was granted an RSU Award in the amount of 2,020 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on January 1, 2026.

Read SEC document
January 01, 2026 Filed Jan 5, 2026 21:37 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Tax withholdingCommon Stock 741 $51.11 $37,872.51
Disclosure

SEC source: 0001937132-26-000002 · form4-01052026_090146.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,338

F2 · kind: 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.

F3 · price: 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.

Read SEC document
January 01, 2026 Filed Jan 5, 2026 21:37 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,020 $0.00 $0.00
Disclosure

SEC source: 0001937132-26-000002 · form4-01052026_090146.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,079

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

Read SEC document
December 18, 2025 Filed Dec 19, 2025 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 5,030 $50.01 $251,550.30
Disclosure

SEC source: 0001937132-25-000005 · form4-12192025_041201.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 8,059

F1 · shares: Sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 8, 2025.

F2 · price: Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $50.00 - $50.10, inclusive (weighted average of $50.01052286). 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.

Read SEC document
December 12, 2025 Filed Dec 16, 2025 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 1,200 $50.01 $60,012.00
Disclosure

SEC source: 0001937132-25-000003 · form4-12162025_041201.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 13,089

F1 · shares: Sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 8, 2025.

Read SEC document
December 12, 2025 Filed Dec 16, 2025 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 1,486 $50.03 $74,344.58
Disclosure

SEC source: 0001937132-25-000003 · form4-12162025_041201.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 14,289

F1 · shares: Sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 8, 2025.

F2 · balance_after: The number of securities reported reflects the June 1, 2025 acquisition of 231 shares and the December 1, 2025 acquisition of 197 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 periods of December 1, 2024 through May 31, 2025, and June 1, 2025 through November 30, 2025, respectively.

Read SEC document
March 06, 2025 Filed Mar 10, 2025 20:31 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2023 IPO RSU Grant (3-Year) · Derivative 5,000 $0.00 $0.00
Disclosure

SEC source: 0001415889-25-007525 · form4-03102025_080340.xml · derivative · entry 6

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,000

Underlying: Common Stock · 5,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · security: 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.

F4 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents the right to receive, at settlement, one share of Common Stock of the Issuer.

F6 · derivative.exercise_date: 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.

F6 · derivative.expiration_date: 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.

Read SEC document
March 06, 2025 Filed Mar 10, 2025 20:31 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2022 LTIP - PSUs · Derivative 2,937 $0.00 $0.00
Disclosure

SEC source: 0001415889-25-007525 · form4-03102025_080340.xml · derivative · entry 5

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,937 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each Performance Stock Unit ("PSU") represents the right to receive, at settlement, one share of Common Stock of the Issuer.

F5 · derivative.exercise_date: On January 1, 2022, the Reporting Person was awarded 2,532 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.

F5 · derivative.expiration_date: On January 1, 2022, the Reporting Person was awarded 2,532 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.

Read SEC document
March 06, 2025 Filed Mar 10, 2025 20:31 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 1,866 $50.24 $93,747.65
Disclosure

SEC source: 0001415889-25-007525 · form4-03102025_080340.xml · nonDerivative · entry 4

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,347

F2 · kind: 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.

F3 · price: 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.

Read SEC document
March 06, 2025 Filed Mar 10, 2025 20:31 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 5,000 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-25-007525 · form4-03102025_080340.xml · nonDerivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,213

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · price: Each Restricted Stock Unit ("RSU") represents the right to receive, at settlement, one share of Common Stock of the Issuer.

Read SEC document
March 06, 2025 Filed Mar 10, 2025 20:31 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 1,095 $50.24 $55,012.69
Disclosure

SEC source: 0001415889-25-007525 · form4-03102025_080340.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,213

F2 · kind: 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.

F3 · price: 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.

Read SEC document
March 06, 2025 Filed Mar 10, 2025 20:31 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,937 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-25-007525 · form4-03102025_080340.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,308

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each Performance Stock Unit ("PSU") represents the right to receive, at settlement, one share of Common Stock of the Issuer.

Read SEC document
February 25, 2025 Filed Feb 27, 2025 22:37 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2025 LTIP - PSUs · Derivative 1,520 $0.00 $0.00
Disclosure

SEC source: 0001415889-25-005879 · form4-02272025_100222.xml · derivative · entry 4

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,520

Underlying: Common Stock · 1,520 shares

Expires not disclosed

F4 · derivative.exercise_price: On February 25, 2025, the Reporting Person was granted 1,520 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.

F4 · derivative.exercise_date: On February 25, 2025, the Reporting Person was granted 1,520 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.

F4 · derivative.expiration_date: On February 25, 2025, the Reporting Person was granted 1,520 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.

Read SEC document
February 25, 2025 Filed Feb 27, 2025 22:37 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2025 LTIP - PSUs · Derivative 1,520 $0.00 $0.00
Disclosure

SEC source: 0001415889-25-005879 · form4-02272025_100222.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,520

Underlying: Common Stock · 1,520 shares

Expires not disclosed

F3 · derivative.exercise_price: On February 25, 2025, the Reporting Person was granted 1,520 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 December 31, 2027.

F3 · derivative.exercise_date: On February 25, 2025, the Reporting Person was granted 1,520 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 December 31, 2027.

F3 · derivative.expiration_date: On February 25, 2025, the Reporting Person was granted 1,520 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 December 31, 2027.

Read SEC document
February 25, 2025 Filed Feb 27, 2025 22:37 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2025 LTIP - RSUs · Derivative 1,520 $0.00 $0.00
Disclosure

SEC source: 0001415889-25-005879 · form4-02272025_100222.xml · derivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,520

Underlying: Common Stock · 1,520 shares

Expires not disclosed

F1 · derivative.exercise_price: Upon vesting, each Restricted Stock Unit ("RSU") settles for one share of the Company's Common Stock.

F2 · derivative.exercise_date: Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2028.

F2 · derivative.expiration_date: Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2028.

Read SEC document
January 06, 2025 Filed Jan 7, 2025 00:39 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 464 $46.97 $21,792.22
Disclosure

SEC source: 0001415889-25-000933 · form4-01072025_120149.xml · nonDerivative · entry 5

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 10,371

F1 · shares: The reported sales were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 12, 2024.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.53 to $50.63, 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.

Read SEC document
January 06, 2025 Filed Jan 7, 2025 00:39 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 444 $46.99 $20,863.56
Disclosure

SEC source: 0001415889-25-000933 · form4-01072025_120149.xml · nonDerivative · entry 4

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 10,835

F4 · kind: On January 1, 2022, the Reporting Person was granted a Restricted Stock Award in the amount of 2,532 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.

F5 · shares: The reported sales were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on August 8, 2024.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.53 to $50.63, 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.

Read SEC document
January 03, 2025 Filed Jan 7, 2025 00:39 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 678 $47.65 $32,308.73
Disclosure

SEC source: 0001415889-25-000933 · form4-01072025_120149.xml · nonDerivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 11,279

F4 · kind: On January 1, 2022, the Reporting Person was granted a Restricted Stock Award in the amount of 2,532 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.

F5 · shares: The reported sales were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on August 8, 2024.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.53 to $50.63, 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.

Read SEC document
January 03, 2025 Filed Jan 7, 2025 00:39 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 551 $47.82 $26,350.47
Disclosure

SEC source: 0001415889-25-000933 · form4-01072025_120149.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 11,957

F1 · shares: The reported sales were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 12, 2024.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.53 to $50.63, 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.

Read SEC document
January 02, 2025 Filed Jan 7, 2025 00:39 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 4,347 $49.51 $215,233.01
Disclosure

SEC source: 0001415889-25-000933 · form4-01072025_120149.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 12,508

F1 · shares: The reported sales were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 12, 2024.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.53 to $50.63, 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.

F3 · balance_after: The number of securities reported reflects the May 31, 2024 acquisition of 381 shares and the December 1, 2024 acquisition of 334 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 periods of December 1, 2023 through May 31, 2024, and June 1, 2024 through November 30, 2024, respectively.

Read SEC document
February 27, 2024 Filed Feb 29, 2024 21:14 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2024 LTIP - Performance Share Units · Derivative 1,745 $0.00 $0.00
Disclosure

SEC source: 0001415889-24-005859 · form4-02292024_090246.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,745

Underlying: Common Stock · 1,745 shares

Expires not disclosed

F3 · derivative.exercise_price: On February 27, 2024, the reporting person was granted 1,745 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, 2027.

F3 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 1,745 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, 2027.

F3 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 1,745 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, 2027.

Read SEC document
February 27, 2024 Filed Feb 29, 2024 21:14 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2024 LTIP - Common Stock · Derivative 1,745 $0.00 $0.00
Disclosure

SEC source: 0001415889-24-005859 · form4-02292024_090246.xml · derivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,745

Underlying: Common Stock · 1,745 shares

Expires not disclosed

F1 · derivative.exercise_price: Upon vesting, each Restricted Stock Unit ("RSU") settles for one share of the Company's common stock.

F2 · derivative.exercise_date: Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2027.

F2 · derivative.expiration_date: Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2027.

Read SEC document
January 01, 2024 Filed Jan 3, 2024 21:44 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionRestricted Stock Unit · Derivative 3,968 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-000314 · form4-01032024_090147.xml · derivative · entry 4

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 3,968 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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.

F1 · price: 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.

F4 · derivative.exercise_date: On November 5, 2021, the reporting person was granted 3,968 RSUs. This award fully vested on January 1, 2024.

F4 · derivative.expiration_date: On November 5, 2021, the reporting person was granted 3,968 RSUs. This award fully vested on January 1, 2024.

Read SEC document
January 01, 2024 Filed Jan 3, 2024 21:44 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionRestricted Stock Unit · Derivative 1,394 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-000314 · form4-01032024_090147.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,394 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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.

F1 · price: 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.

F3 · derivative.exercise_date: On January 1, 2021, the reporting person was granted 1,394 RSUs. This award fully vested on January 1, 2024.

F3 · derivative.expiration_date: On January 1, 2021, the reporting person was granted 1,394 RSUs. This award fully vested on January 1, 2024.

Read SEC document
January 01, 2024 Filed Jan 3, 2024 21:44 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 3,968 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-000314 · form4-01032024_090147.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,140

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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.

Read SEC document
January 01, 2024 Filed Jan 3, 2024 21:44 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 1,394 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-000314 · form4-01032024_090147.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,172

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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.

F2 · balance_after: The number of securities reported reflects the November 30, 2023 acquisition of 530 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 June 1, 2023 through November 30, 2023.

Read SEC document
February 27, 2023 Filed Mar 1, 2023 21:13 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 LTIP - Performance Share Units · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-003649 · form4-03012023_090343.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,020

Underlying: Common Stock · 2,020 shares

Expires not disclosed

F4 · derivative.exercise_price: On February 27, 2023, the reporting person was granted 2,020 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.

F4 · derivative.exercise_date: On February 27, 2023, the reporting person was granted 2,020 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.

F4 · derivative.expiration_date: On February 27, 2023, the reporting person was granted 2,020 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.

Read SEC document
February 27, 2023 Filed Mar 1, 2023 21:13 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 LTIP - Common Stock · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-003649 · form4-03012023_090343.xml · derivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,020

Underlying: Common Stock · 2,020 shares

Expires not disclosed

F2 · derivative.exercise_price: Upon vesting, each Restricted Stock Unit ("RSU") settles for one share of Common Stock.

F3 · derivative.exercise_date: Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2026.

F3 · derivative.expiration_date: Subject to the reporting person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2026.

Read SEC document
January 12, 2023 Filed Jan 17, 2023 21:23 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 Stock Options (Right to Buy) · Derivative 40,000 $0.00 Strike: $15.00 $0.00
Disclosure

SEC source: 0001415889-23-001034 · form4-01172023_090135.xml · derivative · entry 4

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 40,000

Underlying: Common Stock · 40,000 shares

Expires not disclosed

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
January 12, 2023 Filed Jan 17, 2023 21:23 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 RSU Grant (4-Year) · Derivative 10,000 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-001034 · form4-01172023_090135.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,000

Underlying: Common Stock · 10,000 shares

Expires not disclosed

F2 · derivative.exercise_price: Upon vesting, each Restricted Stock Unit ("RSU") settles for one share of Common Stock.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
January 12, 2023 Filed Jan 17, 2023 21:23 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 RSU Grant (3-Year) · Derivative 10,000 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-001034 · form4-01172023_090135.xml · derivative · entry 2

Kapadia Sandip A · CIK 0001937132 · EVP, CHIEF ACTUARY

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,000

Underlying: Common Stock · 10,000 shares

Expires not disclosed

F2 · derivative.exercise_price: Upon vesting, each Restricted Stock Unit ("RSU") settles for one share of Common Stock.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.