DUFFY SEAN W (EVP & Chief Claims Officer) exercised options at SKYWARD SPECIALTY INSURANCE GROUP, INC.
Option exercise — a mechanical event triggered by vesting or expiry. Not a discretionary conviction trade.
M · 2 exercises
Filed: 1/14/2026ACC: 0001936008-26-000004
Officer· EVP & Chief Claims Officer
Since Feb 2026
-4.37K
Net shares
Net seller
$201.5K
Total sold
0
Open market trades
0B · 0S
6
Total transactions
10K acquired · 14.37K disposed
Non-Derivative Transactions4
Common Stock
Direct
Shares
+5K
Price / share
—
Trade value
—
% of position
48.0%
1/12/2026
10.41K→15.41K
Common Stock
Direct
Shares
−2.28K
Price / share
$46.10
Trade value
$104.92K
% of position
14.8%
1/12/2026
15.41K→13.13K
Common Stock
Direct
Shares
+5K
Price / share
—
Trade value
—
% of position
38.1%
1/12/2026
13.13K→18.13K
Common Stock
Direct
Shares
−2.10K
Price / share
$46.10
Trade value
$96.58K
% of position
11.6%
1/12/2026
18.13K→16.04K
Total
Net shares
+5.63K
Net value
-$201.50K
| Security | Date | Type | Shares | Price / Share | Trade Value | % of Position | Held Before | Held After |
|---|---|---|---|---|---|---|---|---|
| Common Stock Direct | 1/12/2026 | M · Option Exercise | +5K | — | — | 48.0% | 10.41K | 15.41K |
| Common Stock Direct | 1/12/2026 | F · Tax Withholding | −2.28K | $46.10 | $104.92K | 14.8% | 15.41K | 13.13K |
| Common Stock Direct | 1/12/2026 | M · Option Exercise | +5K | — | — | 38.1% | 13.13K | 18.13K |
| Common Stock Direct | 1/12/2026 | F · Tax Withholding | −2.10K | $46.10 | $96.58K | 11.6% | 18.13K | 16.04K |
| Total | +5.63K | -$201.50K | ||||||
Derivative Transactions2
2023 IPO RSU Grant (4-Year)
Direct
Converts to
Common Stock
5K shares
Shares
−5K
Strike price
Held after
5K
Exercisable
—
1/12/2026
2023 IPO RSU Grant (3-Year)
Direct
Converts to
Common Stock
5K shares
Shares
−5K
Strike price
Held after
0.00
Exercisable
—
1/12/2026
| Security | Converts To | Date | Type | Shares | Strike Price | Exercisable | Held After |
|---|---|---|---|---|---|---|---|
| 2023 IPO RSU Grant (4-Year) Direct | Common Stock5K shares | 1/12/2026 | M · Option Exercise | −5K | — | 5K | |
| 2023 IPO RSU Grant (3-Year) Direct | Common Stock5K shares | 1/12/2026 | M · Option Exercise | −5K | — | 0.00 |