๐Ÿ•ต๏ธ Skyward Specialty Insurance Group, Inc. ($SKWD)

SEC insider & ownership activity, last 12 months ยท CIK 1519449 ยท every row links its SEC filing

Over the last 12 months insiders sold $969K against $1.5M of open-market buying. Andrew S. Robinson bought $1.0M in discretionary trades (Feb). No red-flag 8-Ks in the window.

Aug 2025: net +$0 Sep 2025: net +$0 Oct 2025: net +$0 Nov 2025: net +$0 Dec 2025: net -$390K Jan 2026: net +$0 Mar 2026: net +$297K Mar 2026: net +$297K Apr 2026: net +$0 May 2026: net +$60K Jun 2026: net -$431K Jul 2026: net +$0
Monthly net open-market insider flow, last 12 months (up = net buying)

Insider flow

4 buyers, $1.5M (11 lots) ยท 3 sellers, $969K (9 lots)

InsiderBuysBoughtSellsSoldLast
Andrew S. Robinson2$1.0M 0โ€“Feb 27, 2026
Thomas N. Schmitt0โ€“ 3$549KJun 12, 2026
Sandip A. Kapadia0โ€“ 3$386KDec 18, 2025
Anthony J. Kuczinski6$334K 0โ€“May 21, 2026
Peirce Christopher Locke1$151K 0โ€“Mar 2, 2026
Gena L Ashe0โ€“ 3$34KMay 11, 2026
McHarg Taryn Leonie2$9K 0โ€“Feb 27, 2026

5%+ holders

HolderStakeClassScheduleEvent
Reinhart Partners, LLC. 6.0% 13GFeb 12, 2026 filing โ†—

Planned insider sales (Form 144)

SellerPlannedApprox. sale date
Thomas Schmitt$431KJun 12, 2026 filing โ†—
Gena Ashe$34KMay 11, 2026 filing โ†—
Thomas Schmitt$114KFeb 9, 2026 filing โ†—
Sandip Kapadia$251KDec 18, 2025 filing โ†—
Sandip Kapadia$134KDec 12, 2025 filing โ†—
Thomas Schmitt$4KDec 11, 2025 filing โ†—

Material events (8-K)

ItemEvent date
Other events (8.01)Jul 15, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Jul 15, 2026 filing โ†—
Shareholder vote (5.07)May 11, 2026 filing โ†—
Earnings (2.02)May 6, 2026 filing โ†—
Financial Statements and Exhibits (9.01)May 6, 2026 filing โ†—
Officer/director changes (5.02)Feb 26, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Feb 26, 2026 filing โ†—
Earnings (2.02)Feb 23, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Feb 23, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Jan 6, 2026 filing โ†—
Material agreement (1.01)Jan 6, 2026 filing โ†—
Acquisition or disposition (2.01)Jan 6, 2026 filing โ†—
New financial obligation (2.03)Jan 6, 2026 filing โ†—
Unregistered equity sale (3.02)Jan 6, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Jan 6, 2026 filing โ†—
Reg FD disclosure (7.01)Dec 3, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Dec 3, 2025 filing โ†—
Material agreement (1.01)Nov 18, 2025 filing โ†—
Agreement terminated (1.02)Nov 18, 2025 filing โ†—
New financial obligation (2.03)Nov 18, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Nov 18, 2025 filing โ†—
Officer/director changes (5.02)Nov 12, 2025 filing โ†—
Reg FD disclosure (7.01)Nov 12, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Nov 12, 2025 filing โ†—
Earnings (2.02)Oct 29, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Oct 29, 2025 filing โ†—
Material agreement (1.01)Sep 8, 2025 filing โ†—
Reg FD disclosure (7.01)Sep 8, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Sep 8, 2025 filing โ†—
Earnings (2.02)Jul 30, 2025 filing โ†—