Welcome to our dedicated page for Skyward Specialty Insurance Group SEC filings (Ticker: SKWD), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
Skyward Specialty Insurance Group, Inc. filings document formal disclosures for a specialty property and casualty insurance issuer with U.S. Skyward Specialty operations and Apollo Lloyd's platform operations. Recent 8-K reports furnish operating results, segment presentation, acquisition-related financial statements and pro forma combined information, and credit arrangements used in the company's capital structure.
Proxy and governance filings cover annual meeting matters, director elections, board committee changes, executive compensation, equity awards, employment agreements, severance provisions, indemnification arrangements, and related corporate-governance disclosures.
Skyward Specialty Insurance Group, Inc. Head of Actuarial Sandip A. Kapadia reported compensation-related share activity tied to performance awards. On May 6, 2026, he acquired 2,686 shares of common stock, including shares delivered upon settlement of previously granted Performance Share Units (PSUs).
In a separate line item the same day, 1,374 shares of common stock were disposed of at $43.68 per share to satisfy tax withholding obligations mandated by the company. After these transactions, Kapadia directly owned 19,727 shares of common stock. Footnotes explain that each PSU represented the right to receive one share and that the 2,020 PSUs awarded on February 27, 2023, fully vested based on performance criteria through December 31, 2025 and were settled after certification by the Compensation Committee.
Skyward Specialty Insurance Group, Inc. Chief Information Officer Dan PK Bodnar reported the settlement of performance-based equity awards. On May 6, 2026, he acquired 2,686 shares of common stock upon settlement of Performance Share Units (PSUs) granted under the 2023 long-term incentive plan, following achievement of specified performance criteria through December 31, 2025.
In connection with this vesting and settlement, 1,004 shares were withheld to cover tax withholding obligations at a value of $43.68 per share. The filing states this tax-withholding disposition was mandated by the issuer and was not a discretionary transaction by Bodnar. After these transactions, he directly holds 28,147 shares of common stock.
Skyward Specialty Insurance Group, Inc. executive John A. Burkhart III, President US P&C, settled 3,619 Performance Share Units into Common Stock. In connection with this vesting, 1,894 shares were withheld at $43.68 per share to cover tax obligations. Following these compensation-related transactions, he directly holds 39,630 shares of Common Stock.
Skyward Specialty Insurance Group CFO Mark W. Haushill reported compensation-related share movements tied to performance awards. He exercised performance share units into 5,036 shares of Common Stock, with 1,982 shares withheld to satisfy tax obligations as mandated by the issuer. These tax-withholding dispositions were not open-market sales or discretionary trades. After the transactions, he directly holds 141,448 shares of Skyward Specialty Insurance Group, Inc. common stock.
Skyward Specialty Insurance Group Chairman & CEO Andrew S. Robinson settled a performance-based share award and had shares withheld for taxes. On May 6, 2026, he exercised 15,151 Performance Share Units (PSUs), each delivering one share of common stock upon settlement. In connection with this vesting, 7,930 shares of common stock were withheld at a price of $43.68 per share to satisfy tax withholding obligations, a disposition mandated by the company rather than a discretionary sale. Following these transactions, he holds 179,894 shares of common stock directly. The PSUs were originally granted on February 27, 2023 and vested based on performance criteria measured from January 1, 2023 through December 31, 2025, with settlement occurring after certification by the Compensation Committee.
Skyward Specialty Insurance Group EVP Sean W. Duffy reported equity compensation activity tied to performance share awards. On May 6, 2026, 2,861 Performance Share Units (PSUs) granted on February 27, 2023, fully vested based on performance from January 1, 2023 through December 31, 2025 and were settled in an equal number of common shares.
To cover related tax withholding obligations, 1,671 common shares were withheld, a disposition that the company mandated and that was not a discretionary market transaction. After these transactions, Duffy directly held 21,768 shares of Skyward Specialty Insurance Group common stock.
Terry Katharine reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group, Inc. director Terry Katharine reported a new equity award. On May 6, 2026, she received a grant of 3,334 restricted stock units (RSUs), each representing one share of common stock after vesting and settlement.
The award will fully vest on the date of the company’s 2027 Annual Meeting of Shareholders, subject to the award terms. Katharine has elected to defer settlement of this RSU award until her separation from the company under the Deferred Compensation Plan for Non-Employee Directors. Following the reported transactions, she directly holds 6,780 shares of common stock.
Peirce Christopher Locke reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group, Inc. director Christopher Locke received a grant of 3,890 restricted stock units (RSUs). Each RSU represents the right to receive one share of the company’s common stock after vesting and settlement.
The award was granted on May 6, 2026 and is scheduled to fully vest on the date of the company’s 2027 Annual Meeting of Shareholders, subject to the terms of the award agreement. Following the reported transactions, Locke holds 3,200 shares of common stock directly and 3,890 RSUs tied to common stock.
Skyward Specialty Insurance Group director receives RSU grant
Director Michael J. Morrissey reported a new award of 3,334 restricted stock units (RSUs) tied to Skyward Specialty Insurance Group, Inc. common stock. Each RSU will convert into one share after it vests and is settled.
The award was granted on May 6, 2026 and is scheduled to fully vest on the date of the company’s 2027 Annual Meeting of Shareholders, subject to the award terms. Morrissey has elected to defer settlement of this RSU award until his separation from the company under the deferred compensation plan for non-employee directors. After the reported transactions, he holds 3,519 shares of common stock directly.
Skyward Specialty Insurance Group director Anthony J. Kuczinski reported equity compensation activity. On May 7, 2026, he exercised 1,797 restricted stock units from a 2025 award, receiving the same number of common shares and bringing his direct common stock holdings to 13,977 shares.
On May 6, 2026, he was granted a new 2026 RSU Award covering 3,334 RSUs. Each RSU settles into one share of common stock, and this award is scheduled to fully vest on the date of the company’s 2027 Annual Meeting of Shareholders, subject to the award terms.