Latest Insider Transactions at Skyward Specialty Insurance Group, Inc. (SKWD)
This section provides a real-time view of insider transactions for Skyward Specialty Insurance Group, Inc. (SKWD). The data is sourced from Form 4 filings with the SEC, which are filed by insiders of Skyward Specialty Insurance Group, Inc. to disclose their transactions in the company's securities. By reviewing this information, investors can gain insights into the trading activity of Skyward Specialty Insurance Group, Inc.'s insiders and make more informed investment decisions.
Insider Transaction List
| Date | Insider | Transaction | Ownership Type | Shares Traded | Value / Price |
|---|---|---|---|---|---|
|
Jan 12
2026
|
Thomas N Schmitt CPO, Skyward Group |
SELL
Payment of exercise price or tax liability
|
Direct |
4,117
-11.61%
|
$189,382
$46.1 P/Share
|
|
Jan 12
2026
|
Thomas N Schmitt CPO, Skyward Group |
BUY
Exercise of conversion of derivative security
|
Direct |
10,000
+21.91%
|
-
|
|
Jan 12
2026
|
John A Burkhart Iii President, US P&C, Skyward Grp |
SELL
Payment of exercise price or tax liability
|
Direct |
5,421
-8.27%
|
$249,366
$46.1 P/Share
|
|
Jan 12
2026
|
John A Burkhart Iii President, US P&C, Skyward Grp |
BUY
Exercise of conversion of derivative security
|
Direct |
13,330
+16.86%
|
-
|
|
Jan 12
2026
|
Sandip A Kapadia Head of Actuarial |
SELL
Payment of exercise price or tax liability
|
Direct |
3,793
-12.13%
|
$174,478
$46.1 P/Share
|
|
Jan 12
2026
|
Sandip A Kapadia Head of Actuarial |
BUY
Exercise of conversion of derivative security
|
Direct |
10,000
+24.11%
|
-
|
|
Jan 12
2026
|
Sean W Duffy EVP & Chief Claims Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
4,371
-13.16%
|
$201,066
$46.1 P/Share
|
|
Jan 12
2026
|
Sean W Duffy EVP & Chief Claims Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
10,000
+23.06%
|
-
|
|
Jan 12
2026
|
Dan Pk Bodnar Chief Information Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
3,917
-7.76%
|
$180,182
$46.1 P/Share
|
|
Jan 12
2026
|
Dan Pk Bodnar Chief Information Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
10,000
+16.49%
|
-
|
|
Jan 12
2026
|
Andrew S Robinson Chairman & CEO, Skyward Group |
SELL
Payment of exercise price or tax liability
|
Direct |
39,532
-14.34%
|
$1,818,472
$46.1 P/Share
|
|
Jan 12
2026
|
Andrew S Robinson Chairman & CEO, Skyward Group |
BUY
Exercise of conversion of derivative security
|
Direct |
100,000
+26.55%
|
-
|
|
Jan 12
2026
|
Mark W Haushill EVP & CFO, Skyward Group |
SELL
Payment of exercise price or tax liability
|
Direct |
5,420
-2.02%
|
$249,320
$46.1 P/Share
|
|
Jan 12
2026
|
Mark W Haushill EVP & CFO, Skyward Group |
BUY
Exercise of conversion of derivative security
|
Direct |
13,330
+4.73%
|
-
|
|
Jan 01
2026
|
Thomas N Schmitt CPO, Skyward Group |
SELL
Payment of exercise price or tax liability
|
Direct |
1,004
-8.04%
|
$51,204
$51.11 P/Share
|
|
Jan 01
2026
|
Thomas N Schmitt CPO, Skyward Group |
BUY
Exercise of conversion of derivative security
|
Direct |
2,525
+16.82%
|
-
|
|
Jan 01
2026
|
Andrew S Robinson Chairman & CEO, Skyward Group |
SELL
Payment of exercise price or tax liability
|
Direct |
5,973
-7.43%
|
$304,623
$51.11 P/Share
|
|
Jan 01
2026
|
Andrew S Robinson Chairman & CEO, Skyward Group |
BUY
Exercise of conversion of derivative security
|
Direct |
15,151
+15.85%
|
-
|
|
Jan 01
2026
|
Mark W Haushill EVP & CFO, Skyward Group |
SELL
Payment of exercise price or tax liability
|
Direct |
1,501
-1.18%
|
$76,551
$51.11 P/Share
|
|
Jan 01
2026
|
Mark W Haushill EVP & CFO, Skyward Group |
BUY
Exercise of conversion of derivative security
|
Direct |
3,787
+2.89%
|
-
|
|
Jan 01
2026
|
Sandip A Kapadia Head of Actuarial |
SELL
Payment of exercise price or tax liability
|
Direct |
741
-7.35%
|
$37,791
$51.11 P/Share
|
|
Jan 01
2026
|
Sandip A Kapadia Head of Actuarial |
BUY
Exercise of conversion of derivative security
|
Direct |
2,020
+16.7%
|
-
|
|
Jan 01
2026
|
Dan Pk Bodnar Chief Information Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
765
-3.89%
|
$39,015
$51.11 P/Share
|
|
Jan 01
2026
|
Dan Pk Bodnar Chief Information Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
2,020
+9.31%
|
-
|
|
Jan 01
2026
|
Sean W Duffy EVP & Chief Claims Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
1,267
-10.85%
|
$64,617
$51.11 P/Share
|
|
Jan 01
2026
|
Sean W Duffy EVP & Chief Claims Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
2,861
+19.68%
|
-
|
|
Jan 01
2026
|
James Charles Hays |
BUY
Grant, award, or other acquisition
|
Direct |
143,664
+45.22%
|
$7,183,200
$50.0 P/Share
|
|
Jan 01
2026
|
Taryn Leonie Mc Harg CFO - Apollo |
BUY
Grant, award, or other acquisition
|
Direct |
7,764
+50.0%
|
$388,200
$50.0 P/Share
|
|
Jan 01
2026
|
John A Burkhart Iii President, US P&C, Skyward Grp |
SELL
Payment of exercise price or tax liability
|
Direct |
1,435
-5.56%
|
$73,185
$51.11 P/Share
|
|
Jan 01
2026
|
John A Burkhart Iii President, US P&C, Skyward Grp |
BUY
Exercise of conversion of derivative security
|
Direct |
3,619
+12.3%
|
-
|
|
Jan 01
2026
|
David Christopher Ben Ibeson CEO - Apollo |
BUY
Grant, award, or other acquisition
|
Indirect |
79,708
+50.0%
|
$3,985,400
$50.0 P/Share
|
|
Jan 01
2026
|
David Christopher Ben Ibeson CEO - Apollo |
BUY
Grant, award, or other acquisition
|
Direct |
266,867
+50.0%
|
$13,343,350
$50.0 P/Share
|
|
Jan 01
2026
|
James Richard Slaughter CUO - Apollo |
BUY
Grant, award, or other acquisition
|
Indirect |
12,724
+50.0%
|
$636,200
$50.0 P/Share
|
|
Jan 01
2026
|
James Richard Slaughter CUO - Apollo |
BUY
Grant, award, or other acquisition
|
Direct |
55,475
+50.0%
|
$2,773,750
$50.0 P/Share
|
|
Dec 18
2025
|
Sandip A Kapadia Head of Actuarial |
SELL
Open market or private sale
|
Direct |
5,030
-38.43%
|
$251,500
$50.01 P/Share
|
|
Dec 12
2025
|
Sandip A Kapadia Head of Actuarial |
SELL
Open market or private sale
|
Direct |
2,686
-8.91%
|
$134,300
$50.02 P/Share
|
|
Dec 11
2025
|
Thomas N Schmitt CPO, Skyward Group |
SELL
Open market or private sale
|
Direct |
88
-0.88%
|
$4,136
$47.61 P/Share
|
|
Jun 16
2025
|
Mark W Haushill EVP & CFO, Skyward Group |
SELL
Open market or private sale
|
Direct |
10,566
-7.91%
|
$623,394
$59.07 P/Share
|
|
Jun 13
2025
|
Mark W Haushill EVP & CFO, Skyward Group |
SELL
Open market or private sale
|
Direct |
52,748
-28.3%
|
$3,059,384
$58.76 P/Share
|
|
Jun 06
2025
|
Andrew S Robinson Chairman & CEO, Skyward Group |
SELL
Open market or private sale
|
Direct |
36,271
-17.91%
|
$2,285,073
$63.12 P/Share
|
|
May 14
2025
|
Kirby Hill Chairman, Captives & Programs |
SELL
Open market or private sale
|
Direct |
8,249
-50.0%
|
$494,940
$60.87 P/Share
|
|
May 09
2025
|
Gena L Ashe |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+44.17%
|
-
|
|
May 09
2025
|
Anthony J Kuczinski |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+28.7%
|
-
|
|
May 09
2025
|
Michael J. Morrissey |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+44.13%
|
-
|
|
May 09
2025
|
Robert E. Creager |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+4.98%
|
-
|
|
May 09
2025
|
Katharine Terry |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+29.07%
|
-
|
|
May 09
2025
|
Marcia A Dall |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+24.79%
|
-
|
|
May 09
2025
|
James Charles Hays |
BUY
Exercise of conversion of derivative security
|
Direct |
2,779
+8.38%
|
-
|
|
May 08
2025
|
Andrew S Robinson Chairman & CEO, Skyward Group |
SELL
Open market or private sale
|
Direct |
13,786
-11.95%
|
$813,374
$59.23 P/Share
|
|
May 08
2025
|
Mark W Haushill EVP & CFO, Skyward Group |
SELL
Open market or private sale
|
Direct |
3,447
-1.82%
|
$203,373
$59.23 P/Share
|