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Shaunty Leslie

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82191
SEC CIK
0001937463

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CompanyLast reported asReport datePublished
Skyward Specialty Insurance Group, Inc.SKWD · Entity 4400GENERAL COUNSEL & SECRETARYMarch 06, 2025March 10, 2025

Disclosed balances

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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 March 06, 2025 · Filed March 10, 2025

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect26,104 Ending reported balance After 2025-03-06 transaction · row 4
4 source rows · reconciled sequence

Row 1 · 2025-03-06 · Exercise / conversion · Acquired 2,937 · Balance 23,344

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

Row 2 · 2025-03-06 · Sale · Disposed 828 · Balance 22,516

F2: 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: 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.

Row 3 · 2025-03-06 · Exercise / conversion · Acquired 5,000 · Balance 27,516

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

Row 4 · 2025-03-06 · Sale · Disposed 1,412 · Balance 26,104

F2: 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: 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.

2022 LTIP - PSUsSEC Table II · derivative / convertible securityDirect0 Reported balance After 2025-03-06 transaction · row 5 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 5 · 2025-03-06 · Exercise / conversion · Disposed 2,937 · Balance 0

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

F5: 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.

2023 IPO RSU Grant (3-Year)SEC Table II · derivative / convertible securityDirect5,000 Reported balance After 2025-03-06 transaction · row 6 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 6 · 2025-03-06 · Exercise / conversion · Disposed 5,000 · Balance 5,000

F6: 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: Each Restricted Stock Unit ("RSU") represents the right to receive, at settlement, one share of Common Stock of the Issuer.

Filing footnotes · ownership attribution and instrument terms

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

F2: 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: 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.

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

F5: 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.

F6: 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.

Transaction history

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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
March 06, 2025 Filed Mar 10, 2025 20:35 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: 0001415889-25-007533 · form4-03102025_080319.xml · derivative · entry 6

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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 20:35 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2022 LTIP - PSUs · Derivative 2,937 $0.00 $0.00
Disclosure

SEC source: 0001415889-25-007533 · form4-03102025_080319.xml · derivative · entry 5

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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 20:35 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 1,412 $50.24 $70,938.74
Disclosure

SEC source: 0001415889-25-007533 · form4-03102025_080319.xml · nonDerivative · entry 4

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,104

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 20:35 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 5,000 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-25-007533 · form4-03102025_080319.xml · nonDerivative · entry 3

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,516

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 20:35 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 828 $50.24 $41,598.64
Disclosure

SEC source: 0001415889-25-007533 · form4-03102025_080319.xml · nonDerivative · entry 2

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,516

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 20:35 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,937 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-25-007533 · form4-03102025_080319.xml · nonDerivative · entry 1

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,344

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
January 06, 2025 Filed Jan 7, 2025 00:28 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 344 $47.07 $16,192.77
Disclosure

SEC source: 0001415889-25-000912 · form4-01072025_120106.xml · nonDerivative · entry 2

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 20,407

F1 · 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.

F2 · shares: 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.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.545 to $49.01, 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.

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January 03, 2025 Filed Jan 7, 2025 00:28 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 SaleCommon Stock 457 $47.73 $21,813.07
Disclosure

SEC source: 0001415889-25-000912 · form4-01072025_120106.xml · nonDerivative · entry 1

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 20,751

F1 · 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.

F2 · shares: 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.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.545 to $49.01, 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.

F4 · balance_after: The number of securities reported reflects the May 31, 2024 acquisition of 239 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 29, 2024 Filed Feb 29, 2024 21:19 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversion2021 LTIP - Performance Share Units · Derivative 2,133 $0.00 $0.00
Disclosure

SEC source: 0001415889-24-005869 · form4-02292024_090214.xml · derivative · entry 4

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,133 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: Upon vesting, each Performance Stock Unit ("PSU") settles for one share of the Company's common stock.

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

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

Read SEC document
February 29, 2024 Filed Feb 29, 2024 21:19 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,133 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-005869 · form4-02292024_090214.xml · nonDerivative · entry 1

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,635

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: Upon vesting, each Performance Stock Unit ("PSU") settles for one share of the Company's common stock.

Read SEC document
February 27, 2024 Filed Feb 29, 2024 21:19 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2024 LTIP - Performance Share Units · Derivative 1,495 $0.00 $0.00
Disclosure

SEC source: 0001415889-24-005869 · form4-02292024_090214.xml · derivative · entry 3

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,495

Underlying: Common Stock · 1,495 shares

Expires not disclosed

F4 · derivative.exercise_price: On February 27, 2024, the reporting person was granted 1,495 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.

F4 · derivative.exercise_date: On February 27, 2024, the reporting person was granted 1,495 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.

F4 · derivative.expiration_date: On February 27, 2024, the reporting person was granted 1,495 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 21:19 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2024 LTIP - Common Stock · Derivative 1,495 $0.00 $0.00
Disclosure

SEC source: 0001415889-24-005869 · form4-02292024_090214.xml · derivative · entry 2

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,495

Underlying: Common Stock · 1,495 shares

Expires not disclosed

F2 · derivative.exercise_price: Upon vesting, each Restricted Stock Unit ("RSU") settles for one share of the Company's 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, 2027.

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, 2027.

Read SEC document
January 01, 2024 Filed Jan 3, 2024 21:47 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionRestricted Stock Unit · Derivative 2,112 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-000319 · form4-01032024_090120.xml · derivative · entry 2

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,112 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 2,112 RSUs. This award fully vested on January 1, 2024.

F3 · derivative.expiration_date: On January 1, 2021, the reporting person was granted 2,112 RSUs. This award fully vested on January 1, 2024.

Read SEC document
January 01, 2024 Filed Jan 3, 2024 21:47 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Exercise / conversionCommon Stock 2,112 Not disclosed Not disclosed
Disclosure

SEC source: 0001415889-24-000319 · form4-01032024_090120.xml · nonDerivative · entry 1

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,502

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 21:19 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 LTIP - Performance Share Units · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-003655 · form4-03012023_090335.xml · derivative · entry 3

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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 21:19 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 LTIP - Common Stock · Derivative 2,020 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-003655 · form4-03012023_090335.xml · derivative · entry 2

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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 21:22 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: 0001415889-23-001033 · form4-01172023_090142.xml · derivative · entry 4

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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 21:22 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 RSU Grant (4-Year) · Derivative 10,000 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-001033 · form4-01172023_090142.xml · derivative · entry 3

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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 21:22 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2023 RSU Grant (3-Year) · Derivative 10,000 $0.00 $0.00
Disclosure

SEC source: 0001415889-23-001033 · form4-01172023_090142.xml · derivative · entry 2

Shaunty Leslie · CIK 0001937463 · GENERAL COUNSEL & SECRETARY

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.