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.
Dall Marcia A reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group director Marcia A. Dall received a new equity award. On May 6, 2026, she was granted 3,334 restricted stock units (RSUs), each representing the right to receive one share of the company’s Common Stock after vesting and settlement.
According to the award terms, the RSUs will fully vest on the date of Skyward Specialty’s 2027 Annual Meeting of Shareholders. Following the reported transactions, Dall holds 8,433 shares of Common Stock directly, and the new RSU award adds a deferred equity component tied to future service with the company.
Ashe Gena L reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group director Gena L. Ashe reported a new equity grant. On May 6, 2026, she received a 2026 RSU Award covering 3,334 restricted stock units (RSUs), each representing the right to receive one share of common stock after vesting and settlement.
The grant will fully vest on the date of Skyward Specialty’s 2027 Annual Meeting of Shareholders, subject to the award’s terms. Following the reported transactions, Ashe directly holds 3,513 shares of common stock, in addition to the new RSU award.
Skyward Specialty Insurance Group director James Charles Hays exercised a restricted stock unit award into 1,797 shares of Common Stock. The 2025 RSU award, granted on May 7, 2025, fully vested on May 5, 2026 and each RSU settled into one share at a stated price of $0.00 per share.
Following this non‑market exercise, Hays directly holds 175,858 shares of Skyward Specialty Insurance Group Common Stock. He also has indirect ownership through entities JWayne, LLC with 1,975,851 shares and Marquis Lafayette, LLC with 669,311 shares, reflecting significant continuing exposure to the company’s equity.
Skyward Specialty Insurance Group director Robert E. Creager increased his direct holdings of Common Stock through the settlement of a previously granted restricted stock unit (RSU) award. On May 5, 2026, 1,797 RSUs converted into 1,797 shares of Common Stock at no cash exercise price.
The RSUs were originally granted on May 7, 2025 and were subject to Board-approved accelerated vesting to align with the end of Creager’s director term at the company’s 2026 Annual Meeting of Shareholders. Following this RSU settlement, he directly holds 54,830 shares of Common Stock.
Skyward Specialty Insurance Group reported strong first quarter 2026 growth following its Apollo acquisition. Net income rose to $49.7 million, or $1.09 per diluted share, compared with $42.1 million, or $1.01, a year earlier. Operating income reached $56.8 million, or $1.25 per diluted share, up from $0.90.
Gross written premiums were $667.7 million, up 9.9%, while managed premiums grew 19.6% to $967.7 million. The consolidated combined ratio improved to 89.5%, with an ex‑cat combined ratio of 87.7%. Annualized return on equity was 17.8% and operating ROE 20.3% for the quarter.
Book value per share increased to $27.50, a 10% rise from December 31, 2025, while stockholders’ equity climbed to $1.22 billion, driven largely by stock issued for the Apollo acquisition. Net investment income grew to $27.1 million, supported by a larger, higher‑yielding portfolio.
Skyward Specialty Insurance Group Inc: an amended Schedule 13G from The Vanguard Group reports zero beneficial ownership of Skyward common stock following an internal realignment. The filing states that, after the realignment described in SEC Release No. 34-39538, certain Vanguard subsidiaries will report separately and Vanguard no longer is deemed to beneficially own those securities.
The filing lists Amount beneficially owned: 0 and Percent of class: 0%. The form is signed by Ashley Grim, Head of Global Fund Administration, on 03/27/2026.
Skyward Specialty Insurance Group, Inc. amends its definitive proxy statement to correct iXBRL tagging errors. This Amendment No. 2 fixes scaling errors in the Net Income column of the Pay Versus Performance table required by Item 402(v) of Regulation S-K and contains the corrected Pay Versus Performance section.
The Pay Versus Performance table presents compensation metrics for the PEO and Non-PEO NEOs and company performance for fiscal years 2023–2025, including Net Income of $170.03M for 2025, $118.83M for 2024, and $85.98M for 2023, and Internal Combined Ratio of 89.6% for 2025 and 91.6% for 2024 and 2023.
Skyward Specialty Insurance Group, Inc. filed an Amendment No. 1 to its definitive proxy statement solely to correct iXBRL scaling errors in the Net Income column of the Pay Versus Performance table required by Item 402(v) of Regulation S-K. The Amendment replaces the Pay Versus Performance section; no other disclosures were changed and no events after the original filing date are reflected.
The Pay Versus Performance table shows the PEO and average Non‑PEO NEO Summary Compensation Table totals and Compensation Actually Paid (CAP) for fiscal years 2023–2025, alongside company metrics including SKWD TSR, peer TSR, Net Income ($M), and Internal Combined Ratio. The filing explains CAP adjustments and the company-selected performance measures used to link NEO pay to results.
Skyward Specialty Insurance Group is asking shareholders to vote at its virtual 2026 annual meeting on three routine matters: electing two Class I directors, approving executive pay on an advisory basis, and ratifying Ernst & Young LLP as independent auditor for 2026.
The board has nominated incumbent director Gena Ashe and new nominee Peter C. Hearn, both described as independent and experienced insurance and governance leaders, for terms running to the 2029 meeting. The company reports 44,543,065 common shares outstanding as of March 6, 2026, with one vote per share and no cumulative voting.
The proxy outlines a majority-independent nine‑member board with separate audit, compensation, nominating and governance, risk, and investment committees, all largely composed of independent directors. It also describes a say‑on‑pay framework tying executive compensation to performance and notes that Ernst & Young billed $5.24 million in 2025 audit and related fees.