Duffy Sean W
SEC insider (Form 3/4/5 filer). CIK 0001936008. EVP & Chief Claims Officer at Skyward Specialty Insurance Group, Inc. (SKWD). 22 reported Form 4/5 transactions since Sep 2024; latest on May 6, 2026. Located in HOUSTON, TX.
Companies Duffy Sean W has filed insider reports for
- Skyward Specialty Insurance Group, Inc. (SKWD): Officer, EVP & Chief Claims Officer
Duffy Sean W
CIK: 0001936008
Transaction Breakdown
High conviction signal
Position reduction
Derivative conversions
Compensation grants
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Companies & Roles (1)
Skyward Specialty Insurance Group, Inc.
Discretionary Trading P&L
Holdings
Transaction History (22 total)
- May 6, 2026SKWD
Skyward Specialty Insurance Group, Inc.
ExerciseDirect3.8K shares- - May 6, 2026SKWD
Skyward Specialty Insurance Group, Inc.
Tax PaymentDirect1.7K shares at avg. $43.68$73K - Feb 26, 2026SKWD
Skyward Specialty Insurance Group, Inc.
Tax PaymentDirect1.4K shares at avg. $45.89$64K - Feb 25, 2026SKWD
Skyward Specialty Insurance Group, Inc.
ExerciseDirect3.3K shares- - Feb 25, 2026SKWD
Skyward Specialty Insurance Group, Inc.
AwardDirect2026 LTIP - PSUs
1.4K shares- - Feb 25, 2026SKWD
Skyward Specialty Insurance Group, Inc.
AwardDirect2026 LTIP - RSUs
1.4K shares- - Feb 25, 2026SKWD
Skyward Specialty Insurance Group, Inc.
AwardDirect2026 Bright Future - RSUs
4.3K shares- - Jan 12, 2026SKWD
Skyward Specialty Insurance Group, Inc.
ExerciseDirect5K shares- - Jan 12, 2026SKWD
Skyward Specialty Insurance Group, Inc.
Tax PaymentDirect2.3K shares at avg. $46.10$105K - Jan 12, 2026SKWD
Skyward Specialty Insurance Group, Inc.
ExerciseDirect5K shares-
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| May 6, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Exercise | 3,805 | - | $0 | Direct |
| May 6, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Tax Payment | 1,671 | $43.68 | $72,989 | Direct |
| Feb 26, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Tax Payment | 1,391 | $45.89 | $63,833 | Direct |
| Feb 25, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Exercise | 3,318 | - | $0 | Direct |
| Feb 25, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Award 2026 LTIP - PSUs | 1,442 | - | - | Direct |
| Feb 25, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Award 2026 LTIP - RSUs | 1,442 | - | - | Direct |
| Feb 25, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Award 2026 Bright Future - RSUs | 4,326 | - | - | Direct |
| Jan 12, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Exercise | 5,000 | - | $0 | Direct |
| Jan 12, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Tax Payment | 2,276 | $46.10 | $104,924 | Direct |
| Jan 12, 2026 | SKWD Skyward Specialty Insurance Group, Inc. | Exercise | 5,000 | - | $0 | Direct |
1-10 of 22 transactions