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 Chairman and CEO Andrew S. Robinson reported open-market purchases of a total of 22,100 shares of common stock. The transactions were executed at weighted average prices of $46.57 and $46.94 per share across multiple trades within stated price ranges.
Following these purchases, Robinson directly owns 167,674 shares of Skyward Specialty Insurance Group common stock. Both transactions are classified as open-market purchases and increase his direct ownership stake.
McHarg Taryn Leonie reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group, Inc. reported that executive Taryn Leonie McHarg received a grant of 37,854 Restricted Stock Units under the 2026 MIP. Each RSU represents one share of common stock upon settlement. According to the award terms, 50% of the RSUs vest on January 1, 2029 and the remaining 50% vest on January 1, 2030, contingent on continued service. The RSUs were granted at no cash cost per unit. Following this award, McHarg directly holds 7,764 shares of Skyward common stock.
Slaughter James Richard reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group, Inc. reported that executive James Richard Slaughter, CUO - Apollo, received a grant of 108,154 Restricted Stock Units (RSUs) on February 25, 2026. Each RSU represents the right to receive one share of common stock upon settlement.
According to the award terms, 50% of these RSUs are scheduled to vest on January 1, 2029 and the remaining 50% on January 1, 2030, contingent on his continuous service. Following this filing, he reports direct ownership of 55,475 shares of common stock and indirect ownership of 12,724 shares through the Hillside Family Trust 2025, where he serves as trustee.
Ibeson David Christopher Ben reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group, Inc. reported that Apollo division CEO David Christopher Ben Ibeson received a grant of 21,630 restricted stock units (RSUs) on February 25, 2026 under the 2026 MIP. Each RSU represents the right to receive one share of common stock upon settlement.
Subject to the award’s terms and his continued service, 50% of the RSUs are scheduled to vest on January 1, 2029 and the remaining 50% on January 1, 2030. Following this filing, he holds common stock directly and through The Ibeson Family Trust, where he serves as trustee.
Khan Shakoor reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group, Inc. reported that Corporate Development Officer Shakoor Khan received multiple equity awards on February 25, 2026. He was granted 1,261 Restricted Stock Units (RSUs) under the 2026 LTIP that vest 100% on January 1, 2029, plus 4,326 RSUs under the 2026 Bright Future program, vesting 50% on January 1, 2029 and 50% on January 1, 2030, subject to continued service. He also received two separate Performance Stock Unit (PSU) awards of 1,261 units each, which can vest from 0% to 200% of the stated amount based on performance conditions and fully vest on December 31, 2028. Each RSU or PSU represents the right to receive one share of common stock upon settlement, and his directly held common stock position reflects prior purchases through the company’s Employee Stock Purchase Plan.
RYAN PATRICIA A. reported acquisition or exercise transactions in this Form 4 filing.
Skyward Specialty Insurance Group granted equity awards to its Chief Legal Officer, Patricia A. Ryan. She received an award of 1,442 restricted stock units (RSUs) under the 2026 LTIP that will fully vest on January 1, 2029, assuming continued service.
Ryan was also granted two separate awards of 1,442 performance stock units (PSUs) each. Every PSU equals one share of common stock, and the number that ultimately vests can range from 0% to 200% of the granted amount, based on performance targets through December 31, 2028.
In addition, she received 10,815 RSUs under the 2026 Bright Future program. Half of these RSUs are scheduled to vest on January 1, 2029, and the remaining half on January 1, 2030, contingent on the terms of the RSU agreement and her continued service.
Skyward Specialty Insurance Group, Inc. Head of Actuarial Sandip A. Kapadia reported multiple equity compensation moves. He acquired common shares through the settlement of performance share units and received new grants of restricted stock units and additional performance share units under long-term incentive plans.
The new awards include 2,884 RSUs vesting on January 1, 2029, 2,884 PSUs that can vest between 0% and 200% of target and fully vest on December 31, 2028, and 4,326 RSUs vesting 50% on January 1, 2029 and 50% on January 1, 2030. Separately, 847 common shares were withheld at $45.89 per share to cover tax obligations, a disposition mandated by the company rather than a discretionary sale, leaving him with 17,041 common shares held directly.
Skyward Specialty Insurance Group Chief Information Officer Dan PK Bodnar reported multiple equity compensation transactions. On February 25, he acquired 2,343 shares of common stock through the exercise and settlement of 2,020 performance share units and received new equity awards, including 1,261 RSUs, 1,261 PSUs, and 4,326 additional RSUs under long-term incentive plans.
Footnotes explain that the 2023 PSUs vested based on performance criteria through December 31, 2025, and that the new 2026 RSU and PSU awards vest between December 31, 2028 and January 1, 2030, subject to continued service and performance conditions. On February 26, 876 shares of common stock were disposed of at $45.89 per share to cover tax withholding obligations required by the company, rather than a discretionary market sale. After these transactions, Bodnar directly owned 26,465 shares of common stock.
Skyward Specialty Insurance Group CPO Thomas N. Schmitt reported multiple equity award events and related tax withholding. He acquired common stock through settlement of previously granted performance share units (PSUs), and received new 2026 long-term incentive awards in the form of restricted stock units (RSUs) and PSUs, each covering 1,442 units at a stated price of $0.00 per unit.
To cover tax obligations from the PSU vesting and settlement, 1,153 shares of common stock were withheld at $45.89 per share in a disposition mandated by the issuer and not a discretionary sale. After these transactions, Schmitt directly owned 16,523 shares of common stock.
Skyward Specialty Insurance Group EVP & Chief Claims Officer Sean W. Duffy reported equity award activity and a related tax-withholding share disposition. On February 25, 2026, 2,861 performance share units granted in 2023 fully vested after meeting performance criteria and were settled into an equal number of common shares. On the same date, he received new equity awards: 1,442 RSUs vesting on January 1, 2029, 1,442 PSUs that can vest from 0% to 200% of target and fully vest on December 31, 2028, and 4,326 RSUs with 50% vesting on January 1, 2029 and 50% on January 1, 2030. A related Form 4 entry shows 1,391 common shares were disposed of at $45.89 per share on February 26, 2026 to satisfy tax withholding obligations mandated by the company, not as a discretionary trade, leaving him with 17,963 common shares held directly.