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Skyward Specialty Insurance Group, Inc.·4

Feb 27, 4:05 PM ET

Khan Shakoor 4

4 · Skyward Specialty Insurance Group, Inc. · Filed Feb 27, 2026

Research Summary

AI-generated summary of this filing

Updated

Skyward (SKWD) Corp Dev Officer Khan Shakoor Receives Awards

What Happened
Khan Shakoor, Corporate Development Officer at Skyward Specialty Insurance Group (SKWD), received equity awards on February 25, 2026 totaling 8,109 derivative units (grants at $0.00). The awards consist of 5,587 Restricted Stock Units (RSUs) and 2,522 Performance Stock Units (PSUs). These are compensation awards (not open-market purchases or sales) that convert to common shares if and when vesting and performance conditions are met.

Key Details

  • Transaction date: February 25, 2026; filing date: February 27, 2026 (appears timely).
  • Total units granted: 8,109 (all recorded as grants / derivative awards at $0.00).
    • RSUs: 1,261 (vest 100% on Jan 1, 2029) + 4,326 (50% vests Jan 1, 2029; 50% vests Jan 1, 2030) = 5,587 RSUs.
    • PSUs: 1,261 + 1,261 = 2,522 PSUs; each PSU equals one share and vests (0%–200% payout) based on performance, with full vesting determination by Dec 31, 2028.
  • Footnote re prior ESPP purchases: the reported holdings reflect earlier ESPP acquisitions of 134 shares (June 1, 2025) and 156 shares (Dec 1, 2025) — total 290 shares from the ESPP.
  • Shares owned after the transaction are not explicitly stated in the Form 4; the filing includes the ESPP note above.
  • Transaction code: A (award/grant). No cash changed hands at grant; these are compensation-related derivative awards.

Context

  • RSUs/PSUs are typical long-term compensation: RSUs settle to shares on vesting; PSUs pay out based on performance metrics (may result in 0%–200% of target units). These awards do not indicate an immediate purchase or sale of shares.
  • For retail investors, awards are routine executive compensation; they show how the company incentivizes executives but are not direct bullish/bearish trades by the insider.

Insider Transaction Report

Form 4
Period: 2026-02-25
Skyward Specialty Insurance Group, Inc.SKWD
Khan Shakoor
Corp. Dev. Officer
Transactions
  • Award

    2026 LTIP - RSUs

    [F2][F3]
    2026-02-25+1,261→ 1,261 total
    → Common Stock (1,261 underlying)
  • Award

    2026 LTIP - PSUs

    [F4]
    2026-02-25+1,261→ 1,261 total
    → Common Stock (1,261 underlying)
  • Award

    2026 LTIP - PSUs

    [F5]
    2026-02-25+1,261→ 1,261 total
    → Common Stock (1,261 underlying)
  • Award

    2026 Bright Future - RSUs

    [F2][F6]
    2026-02-25+4,326→ 4,326 total
    → Common Stock (4,326 underlying)
Holdings

  • Common Stock

    [F1]
    694
Footnotes (6)
  • [F1]The number of securities reported reflects the June 1, 2025 acquisition of 134 shares and the December 1, 2025 acquisition of 156 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.
  • [F2]Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.
  • [F3]On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029.
  • [F4]On February 25, 2026, the Reporting Person was granted 1,261 Performance Stock Units ("PSUs"). Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028.
  • [F5]On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028.
  • [F6]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.
Signature
/s/ Stacy E. Skelton, Attorney-in-Fact|2026-02-27

Documents

2 files