Sean Duffy's most recent trade in Omada Health Inc. was a trade of 13,560 Common Stock done at an average price of $21.8 . Disclosure was reported to the exchange on Sept. 10, 2026.
| Stock | Client Name | Client Category | Action | Reported to Exchange | Quantity | Post Transaction Holding | Traded % | Avg. Price | Value | Security Type |
|---|---|---|---|---|---|---|---|---|---|---|
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 21.80 per share. | 10 Sep 2026 | 13,560 | 383,994 | - | 21.8 | 295,569 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 22.59 per share. | 10 Sep 2026 | 1,400 | 382,594 | - | 22.6 | 31,628 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 22.77 per share. | 05 Sep 2026 | 4,422 | 397,554 | - | 22.8 | 100,689 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 5.82 per share. | 01 Sep 2026 | 12,944 | 424,805 | - | 5.8 | 75,334 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Sep 2026 | 12,944 | 129,539 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 22.84 per share. | 01 Sep 2026 | 9,885 | 401,976 | - | 22.8 | 225,773 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 23.12 per share. | 01 Sep 2026 | 7,344 | 426,089 | - | 23.1 | 169,782 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 24.27 per share. | 01 Sep 2026 | 5,600 | 420,489 | - | 24.3 | 135,901 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 23.13 per share. | 01 Sep 2026 | 4,933 | 415,556 | - | 23.1 | 114,100 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 8.28 per share. | 01 Sep 2026 | 4,314 | 429,119 | - | 8.3 | 35,720 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 9.18 per share. | 01 Sep 2026 | 4,314 | 433,433 | - | 9.2 | 39,603 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Sep 2026 | 4,314 | 512,994 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Sep 2026 | 4,314 | 106,218 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 24.27 per share. | 01 Sep 2026 | 3,695 | 411,861 | - | 24.3 | 89,682 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 07 Aug 2026 | 12,942 | 517,308 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 24.81 per share. | 07 Aug 2026 | 12,942 | 411,861 | - | 24.8 | 321,059 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 9.18 per share. | 07 Aug 2026 | 12,942 | 424,803 | - | 9.2 | 118,808 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 8.28 per share. | 07 Aug 2026 | 5,545 | 417,406 | - | 8.3 | 45,913 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 07 Aug 2026 | 5,545 | 110,532 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 22.80 per share. | 07 Aug 2026 | 4,314 | 411,861 | - | 22.8 | 98,359 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 20.90 per share. | 07 Aug 2026 | 4,314 | 416,175 | - | 20.9 | 90,163 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 07 Aug 2026 | 3,083 | 530,250 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 9.18 per share. | 07 Aug 2026 | 3,083 | 420,489 | - | 9.2 | 28,302 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 5.82 per share. | 03 Aug 2026 | 12,944 | 424,805 | - | 5.8 | 75,334 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 03 Aug 2026 | 12,944 | 142,483 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 20.40 per share. | 03 Aug 2026 | 12,944 | 411,861 | - | 20.4 | 264,007 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 5.82 per share. | 01 Jul 2026 | 12,944 | 424,805 | - | 5.8 | 75,334 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jul 2026 | 12,944 | 155,427 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 22.70 per share. | 01 Jul 2026 | 12,944 | 411,861 | - | 22.7 | 293,787 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jul 2026 | 12,942 | 116,077 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 22.67 per share. | 01 Jul 2026 | 12,942 | 411,861 | - | 22.7 | 293,435 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 8.28 per share. | 01 Jul 2026 | 12,942 | 424,803 | - | 8.3 | 107,160 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 19.61 per share. | 24 Jun 2026 | 9,844 | 398,917 | - | 19.6 | 193,013 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 5.82 per share. | 24 Jun 2026 | 9,844 | 421,705 | - | 5.8 | 57,292 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 19.61 per share. | 24 Jun 2026 | 9,844 | 411,861 | - | 19.6 | 193,013 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 24 Jun 2026 | 9,844 | 168,371 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 20.90 per share. | 24 Jun 2026 | 4,314 | 394,603 | - | 20.9 | 90,163 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 24 Jun 2026 | 4,314 | 129,019 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 8.28 per share. | 24 Jun 2026 | 4,314 | 416,175 | - | 8.3 | 35,720 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 20.90 per share. | 24 Jun 2026 | 4,314 | 411,861 | - | 20.9 | 90,163 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 19.01 per share. | 24 Jun 2026 | 2,800 | 409,061 | - | 19.0 | 53,239 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 5.82 per share. | 24 Jun 2026 | 2,800 | 414,661 | - | 5.8 | 16,296 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 19.01 per share. | 24 Jun 2026 | 2,800 | 411,861 | - | 19.0 | 53,239 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 24 Jun 2026 | 2,800 | 178,515 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 19.00 per share. | 24 Jun 2026 | 300 | 408,761 | - | 19.0 | 5,701 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 5.82 per share. | 24 Jun 2026 | 300 | 412,161 | - | 5.8 | 1,746 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 19.00 per share. | 24 Jun 2026 | 300 | 411,861 | - | 19.0 | 5,701 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 24 Jun 2026 | 300 | 178,215 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 17.36 per share. | 16 Jun 2026 | 14,960 | 411,861 | - | 17.4 | 259,712 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Gift of securities by or to the insider at price $ 0.00 per share. | 05 Jun 2026 | 9,450 | 426,821 | - | 0 | Common Stock | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.93 per share. | 05 Jun 2026 | 4,422 | 436,271 | - | 17.9 | 79,286 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.38 per share. | 01 Jun 2026 | 9,884 | 440,693 | - | 18.4 | 181,668 | Common Stock |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 06 May 2026 | 3,805 | 21,768 | - | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 06 May 2026 | 2,861 | 0 | - | - | 2023 LTIP - PSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 43.68 per share. | 06 May 2026 | 1,671 | 20,097 | - | 43.7 | 72,989 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 14.32 per share. | 09 Mar 2026 | 3,863 | 117,798 | - | 14.3 | 55,299 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 14.88 per share. | 09 Mar 2026 | 200 | 117,598 | - | 14.9 | 2,977 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2026 | 323,529 | 441,127 | - | 0 | Common Stock | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 13.60 per share. | 05 Mar 2026 | 4,983 | 121,661 | - | 13.6 | 67,769 | Common Stock |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 02 Mar 2026 | 11,200 | 23,180 (0%) | 0% | 0 | Common Stock | |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Payment of exercise price or tax liability using portion of securities received from the company at price $ 22.21 per share. | 02 Mar 2026 | 659 | 22,521 (0%) | 0% | 22.2 | 14,636 | Common Stock |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 02 Mar 2026 | 151 | 22,672 (0%) | 0% | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 25 Feb 2026 | 4,326 | 4,326 | - | - | 2026 Bright Future - RSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 25 Feb 2026 | 3,318 | 19,354 | - | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 25 Feb 2026 | 2,861 | 0 | - | - | 2023 LTIP - PSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 25 Feb 2026 | 1,442 | 1,442 | - | - | 2026 LTIP - RSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 25 Feb 2026 | 1,442 | 1,442 | - | - | 2026 LTIP - PSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 45.89 per share. | 25 Feb 2026 | 1,391 | 17,963 | - | 45.9 | 63,833 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 12 Jan 2026 | 230,479 | 40,796 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 2.55 per share. | 12 Jan 2026 | 230,479 | 357,123 | - | 2.5 | 587,721 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 15.35 per share. | 12 Jan 2026 | 139,989 | 217,134 | - | 15.3 | 2,148,425 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 15.99 per share. | 12 Jan 2026 | 90,490 | 126,644 | - | 16.0 | 1,446,727 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 12 Jan 2026 | 40,796 | 0 | - | - | Stock Option (Right to Buy) | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 2.55 per share. | 12 Jan 2026 | 40,796 | 167,440 | - | 2.6 | 104,030 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 15.95 per share. | 12 Jan 2026 | 40,796 | 126,644 | - | 16.0 | 650,774 | Common Stock |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 12 Jan 2026 | 5,000 | 0 | - | - | 2023 IPO RSU Grant (3-Year) | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 12 Jan 2026 | 5,000 | 15,407 | - | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 12 Jan 2026 | 5,000 | 18,131 | - | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 12 Jan 2026 | 5,000 | 5,000 | - | - | 2023 IPO RSU Grant (4-Year) | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 46.10 per share. | 12 Jan 2026 | 2,276 | 13,131 | - | 46.1 | 104,924 | Common Stock |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & Chief Claims Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 46.10 per share. | 12 Jan 2026 | 2,095 | 16,036 | - | 46.1 | 96,580 | Common Stock |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2026 | 2,861 | 0 | - | - | 2023 LTIP - RSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2026 | 2,861 | 11,674 | - | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Payment of exercise price or tax liability using portion of securities received from the company at price $ 51.11 per share. | 01 Jan 2026 | 1,267 | 10,407 | - | 51.1 | 64,756 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Sale of securities on an exchange or to another person at price $ 15.37 per share. | 10 Dec 2025 | 9,266 | 126,644 | - | 15.4 | 142,379 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.49 per share. | 05 Dec 2025 | 4,413 | 135,910 | - | 17.5 | 77,183 | Common Stock |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Payment of exercise price or tax liability using portion of securities received from the company at price $ 49.34 per share. | 06 Oct 2025 | 685 | 11,917 (0%) | 0% | 49.3 | 33,798 | Common Stock |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 06 Oct 2025 | 63 | 11,980 (0%) | 0% | 0 | Common Stock | |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 24.28 per share. | 05 Sep 2025 | 4,413 | 140,323 | - | 24.3 | 107,148 | Common Stock |
| Omada Health Inc | Sean Duffy | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Jun 2025 | 144,736 | 144,736 | - | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Sale of securities on an exchange or to another person at price $ 48.90 per share. | 17 Mar 2025 | 5,625 | 8,813 | - | 48.9 | 275,063 | Common Stock |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 06 Mar 2025 | 5,000 | 16,446 | - | - | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 06 Mar 2025 | 5,000 | 5,000 | - | - | 2023 IPO RSU Grant (3-Year) | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 06 Mar 2025 | 4,993 | 13,448 | - | - | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 06 Mar 2025 | 4,993 | 0 | - | - | 2022 LTIP - PSUs | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Sale of securities on an exchange or to another person at price $ 50.24 per share. | 06 Mar 2025 | 2,008 | 14,438 | - | 50.2 | 100,882 | Common Stock |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Sale of securities on an exchange or to another person at price $ 50.24 per share. | 06 Mar 2025 | 2,002 | 11,446 | - | 50.2 | 100,580 | Common Stock |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 28 Feb 2025 | 4,775 | 12,602 (0%) | 0% | 0 | Common Stock | |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Payment of exercise price or tax liability using portion of securities received from the company at price $ 87.94 per share. | 28 Feb 2025 | 398 | 7,827 (0%) | 0% | 87.9 | 35,000 | Common Stock |
| Insperity Inc | Sean P. Duffy | SVP, Finance & Accounting(PAO) | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 28 Feb 2025 | 75 | 8,225 (0%) | 0% | 0 | Common Stock | |
| Skyward Specialty Insurance Grp Inc | Sean Duffy | EVP & CHIEF CLAIMS OFFICER | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 25 Feb 2025 | 1,351 | 1,351 | - | - | 2025 LTIP - PSUs |