Skyward Specialty Insurance Group, Inc. (SKWD) Insider Ownership

Historic Insider Ownership Trends

As of March 23, 2026, the three largest insider holders of SKWD are Corp Westaim (TenPercentOwner, 1.92Mn shares), James Charles Hays (Director, 669.31K shares), David Christopher Ben Ibeson (Ceo Apollo, 346.57K shares).

Top Direct Holders

Insider ownership data is derived from the last 60 months of Form 4 SEC filings.
Holder Position Shares (Direct) Shares (Indirect) Report Date
Corp Westaim 1,919,639 0 13 May, 2024
James Charles Hays 0 669,311 09 Dec, 2024
David Christopher Ben Ibeson Ceo Apollo 266,867 79,708 05 Jan, 2026
James Charles Hays 174,061 0 05 Jan, 2026
Andrew S Robinson Chairman Ceo, Skyward Group 167,674 0 27 Feb, 2026
James Richard Slaughter Cuo Apollo 55,475 12,724 05 Jan, 2026
Robert E. Creager 53,033 0 09 May, 2025
John A Iii Burkhart President, Us Pc 34,817 0 27 Feb, 2026
Dan Pk Bodnar Chief Information Officer 26,465 0 27 Feb, 2026
Leslie Shaunty General Counsel Secretary 26,104 0 10 Mar, 2025
Sean W Duffy Evp Chief Claims Officer 17,963 0 27 Feb, 2026
Sandip A Kapadia Head Of Actuarial 17,041 0 27 Feb, 2026
Thomas N Schmitt Cpo, Skyward Group 16,523 0 27 Feb, 2026
Anthony J Kuczinski 11,903 0 04 Mar, 2026
Marcia A Dall 8,433 0 09 May, 2025
Kirby Hill Chairman, Captives Programs 8,249 0 15 May, 2025
Taryn Leonie Mcharg Cfo Apollo 7,764 0 05 Jan, 2026
Katharine Terry 6,780 0 09 May, 2025
Michael J. Morrissey 3,519 0 09 May, 2025
Gena L Ashe 3,513 0 09 May, 2025
Chase M Clark Chief Underwriting Officer 3,279 0 10 Mar, 2025
Christopher Locke Peirce 3,200 0 03 Mar, 2026
Taryn Leonie Mcharg Cfo Apollo 0 100 03 Mar, 2026

* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.

Recent Insider Transactions

Detailed insider trading activity based on Form 4 SEC filings.
Download Data
Transaction Date Insider Name Security Class Transaction Type Shares Traded Price Shares Remaining Ownership Code
27 Feb, 2026 Anthony J Kuczinski Common Stock A 2,000 $46.88 8,903 D P
02 Mar, 2026 Anthony J Kuczinski Common Stock A 2,000 $48.79 10,903 D P
03 Mar, 2026 Anthony J Kuczinski Common Stock A 1,000 $48.13 11,903 D P
02 Mar, 2026 Christopher Locke Peirce Common Stock A 3,200 $47.30 3,200 D P
27 Feb, 2026 Taryn Leonie Mcharg Common Stock A 100 $46.71 100 I P
27 Feb, 2026 Taryn Leonie Mcharg Common Stock A 100 $46.49 100 I P
25 Feb, 2026 Sean W Duffy Common Stock A 3,318 $0.00 19,354 D M
25 Feb, 2026 Thomas N Schmitt Common Stock A 2,929 $0.00 17,676 D M
25 Feb, 2026 Patricia A. Ryan 2026 LTIP - RSUs A 1,442 $0.00 1,442 D A
25 Feb, 2026 John A Iii Burkhart Common Stock A 4,198 $0.00 36,469 D M
27 Feb, 2026 Andrew S Robinson Common Stock A 10,821 $46.57 156,395 D P
25 Feb, 2026 Sandip A Kapadia Common Stock A 2,343 $0.00 17,888 D M
25 Feb, 2026 Andrew S Robinson Common Stock A 17,575 $0.00 152,490 D M
25 Feb, 2026 Dan Pk Bodnar Common Stock A 2,343 $0.00 27,341 D M
26 Feb, 2026 Andrew S Robinson Common Stock D 6,916 $45.89 145,574 D F
25 Feb, 2026 Shakoor Khan 2026 LTIP - RSUs A 1,261 $0.00 1,261 D A
25 Feb, 2026 Patricia A. Ryan 2026 LTIP - PSUs A 1,442 $0.00 1,442 D A
25 Feb, 2026 Taryn Leonie Mcharg 2026 MIP - RSUs A 37,854 $0.00 37,854 D A
27 Feb, 2026 Andrew S Robinson Common Stock A 11,279 $46.94 167,674 D P
26 Feb, 2026 Sean W Duffy Common Stock D 1,391 $45.89 17,963 D F