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.
The Skyward Specialty Insurance Group, Inc. (Nasdaq: SKWD) SEC filings page on Stock Titan provides access to the company’s regulatory disclosures as a specialty commercial property and casualty insurer. As a Nasdaq Global Select Market registrant, Skyward Specialty files current and periodic reports with the U.S. Securities and Exchange Commission that describe its financial condition, capital structure, governance, and material events.
Investors can review Form 8-K filings for information on material definitive agreements, credit facilities, acquisitions, and governance developments. For example, recent 8-K filings describe a new unsecured revolving credit agreement with specified covenants and an accordion feature, the termination of a prior credit agreement, and share purchase agreements related to the acquisition of Apollo Group Holdings Limited. Other 8-Ks report quarterly results and board changes, such as the election of a new independent director and planned Audit Committee leadership transitions.
Annual reports on Form 10-K and quarterly reports on Form 10-Q (accessible via this page when filed) provide more detailed information on Skyward Specialty’s underwriting divisions, specialty P&C operations, risk factors, and financial statements. These filings also discuss topics such as reinsurance arrangements, reserves, investment portfolios, and non-GAAP financial measures used by management.
Stock Titan enhances these documents with AI-powered summaries that highlight key points from lengthy filings, helping users quickly identify items such as changes in credit arrangements, acquisition terms, or underwriting performance metrics. The filings page is also a resource for tracking any future Forms 3, 4, or 5 related to insider transactions, as well as proxy statements that address board composition and executive-related matters, when such documents are filed with the SEC.
Skyward Specialty Insurance Group EVP & CFO Mark W. Haushill reported multiple equity compensation moves. He acquired 3,787 common shares through settlement of previously granted performance share units (PSUs), then had 1,436 shares withheld at $45.89 per share to cover tax obligations, leaving him with 136,412 directly held common shares.
On February 25, 2026, he also received new long-term incentive awards: 4,326 restricted stock units (RSUs) that are scheduled to vest on January 1, 2029, plus two PSU grants of 4,326 units each that can vest between 0% and 200% based on performance through December 31, 2028. A prior 3,787-PSU award for the 2023–2025 period fully vested on December 31, 2025 and settled after Compensation Committee certification.
Skyward Specialty Insurance Group President, US P&C, John A. Burkhart III reported equity award activity and related tax withholding. He settled 3,619 Performance Share Units into Common Stock, with 1,652 shares withheld at $45.89 per share to cover tax obligations in a non‑discretionary transaction mandated by the company, leaving 34,817 Common shares held directly.
Burkhart also received new long-term incentives: a grant of 7,210 Restricted Stock Units that vest 100% on January 1, 2029, and two separate grants of 7,210 Performance Share Units each that fully vest on December 31, 2028. The PSUs can ultimately vest between 0% and 200% of the target amount based on specified performance criteria.
Skyward Specialty Insurance Group, Inc. Chairman and CEO Andrew S. Robinson reported several equity compensation events involving the company’s common stock and long-term incentive plan awards. These are primarily grants, vesting, and tax withholding transactions rather than open-market purchases or sales.
On February 25, 2026, 15,151 Performance Share Units (PSUs) granted in 2023 fully vested after achieving specified performance criteria and were settled in an equal number of common shares. On the same date, Robinson received a new award of 28,841 Restricted Stock Units (RSUs), which are scheduled to vest on January 1, 2029, subject to continuous service. He was also granted 28,841 new PSUs that can vest between 0% and 200% of this amount based on performance targets through December 31, 2028. Separately, on February 26, 2026, 6,916 shares of common stock were withheld at a price of $45.89 per share to satisfy tax obligations tied to the PSU vesting, a disposition mandated by the issuer and not a discretionary sale.
Skyward Specialty Insurance Group, Inc. approved a new form of executive employment agreement to be used with its executive officers. The agreement sets each executive’s annual base salary and target bonus, which the board or its committees will review and may adjust at least once a year.
The company entered into this agreement with Chairman and CEO Andrew Robinson and President, U.S. Property and Casualty, John Burkhart. Mr. Robinson’s agreement, effective April 1, 2026, provides for a base salary of at least $1,100,000, a target bonus of 150% of base salary, and an annual long-term equity award with a grant date fair value of at least $4,000,000, subject to board discretion.
Mr. Burkhart’s agreement, effective January 1, 2026, provides for a base salary of at least $600,000, a target bonus equal to 100% of base salary, and an annual long-term equity award with a grant date fair value of at least $1,000,000, also subject to board discretion. The agreements include severance benefits if employment ends without cause or for good reason, potential bonus and equity vesting, COBRA premium reimbursement for up to 12 months, and non‑competition and non‑solicitation restrictions after employment ends.
Skyward Specialty Insurance Group reported a very strong fourth quarter and full-year 2025. Q4 2025 net income rose to $43.2 million, or $1.03 per diluted share, from $14.4 million, or $0.35, in Q4 2024. Full-year 2025 net income reached $170.0 million, or $4.07 per diluted share, up from $118.8 million, or $2.87, in 2024.
Gross written premiums were $439.5 million in Q4 2025, a 13.2% increase, and $2.17 billion for 2025, up 24.3%, driven by accident & health, specialty programs, surety, and agriculture and credit (re)insurance. The Q4 combined ratio improved to 88.5%, with an ex-cat combined ratio of 87.7%, and the full-year combined ratio improved to 89.3%.
Adjusted operating income was $48.9 million in Q4 2025, or $1.17 per diluted share, versus $33.2 million, or $0.80, a year earlier. For 2025, adjusted operating income was $167.4 million, or $4.00 per diluted share. Return on equity for the year was 18.9%, and book value per share increased to $24.92 at December 31, 2025, up 26% from December 31, 2024.
Reinhart Partners, LLC has disclosed a significant ownership stake in Skyward Specialty Insurance Group, Inc. As of the event date of 12/31/2025, Reinhart reports beneficial ownership of 2,416,753 shares of Skyward’s common stock, representing 5.97% of the outstanding class.
The firm has sole voting power over 2,217,570 shares and sole dispositive power over 2,416,753 shares, with no shared voting or dispositive authority. Reinhart states the shares were acquired and are held in the ordinary course of business and not for the purpose of changing or influencing control of Skyward.
Skyward Specialty Insurance Group, Inc. chief people officer Thomas N. Schmitt reported a sale of 2,616 shares of common stock on February 9, 2026 at a weighted average price of $43.4916 per share. After this sale, he beneficially owned 14,747 shares directly.
The sale was executed under a pre-arranged Rule 10b5-1 trading plan that Schmitt adopted on September 11, 2025. The shares were sold in multiple trades at prices ranging from $43.15 to $43.78, with the weighted average price reported.
A shareholder of Skyward Specialty Insurance Inc. has filed a notice of proposed sale under Rule 144 for 2,616 shares of common stock. The planned sale, through Merrill Lynch, has an aggregate market value of $113,695.75 and is targeted around February 9, 2026 on the NYSE.
The filing notes that 40,487,365 shares of common stock were outstanding, providing context for the size of the planned transaction. The shares to be sold were acquired as stock bonus compensatory payments on January 1, 2025. In the past three months, a prior sale of 88 shares generated $4,169.73 in gross proceeds.
Skyward Specialty Insurance Group, Inc. director reports no holdings. A Form 3 was filed for director Peirce Christopher Locke reporting initial beneficial ownership status as of 02/01/2026. The filing states that no securities of Skyward Specialty Insurance Group, Inc. are beneficially owned, and both non-derivative and derivative tables show no positions.
Skyward Specialty Insurance Group CPO Thomas N. Schmitt reported stock activity tied to previously granted restricted stock units. On January 12, 2026, 5,000 shares of common stock were issued upon settlement of a 2023 IPO 4-year RSU grant and another 5,000 shares were issued from a 2023 IPO 3-year RSU grant, both at an exercise price of $0. To satisfy tax withholding on these vestings, the issuer withheld 2,149 shares and 1,968 shares at a price of $46.10 per share, which the footnotes state was mandated by the company and not a discretionary sale by Schmitt. Following these transactions, Schmitt directly beneficially owned 17,363 shares of Skyward common stock, and 5,000 RSUs from the 4-year grant remain outstanding.