SCHMITT THOMAS N (CPO, Skyward Group) 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: 0001937316-26-000004
Officer· CPO, Skyward Group
Since Feb 2026
-4.12K
Net shares
Net seller
$189.8K
Total sold
0
Open market trades
0B · 0S
6
Total transactions
10K acquired · 14.12K disposed
Non-Derivative Transactions4
Common Stock
Direct
Shares
+5K
Price / share
—
Trade value
—
% of position
43.6%
1/12/2026
11.48K→16.48K
Common Stock
Direct
Shares
−2.15K
Price / share
$46.10
Trade value
$99.07K
% of position
13.0%
1/12/2026
16.48K→14.33K
Common Stock
Direct
Shares
+5K
Price / share
—
Trade value
—
% of position
34.9%
1/12/2026
14.33K→19.33K
Common Stock
Direct
Shares
−1.97K
Price / share
$46.10
Trade value
$90.72K
% of position
10.2%
1/12/2026
19.33K→17.36K
Total
Net shares
+5.88K
Net value
-$189.79K
| Security | Date | Type | Shares | Price / Share | Trade Value | % of Position | Held Before | Held After |
|---|---|---|---|---|---|---|---|---|
| Common Stock Direct | 1/12/2026 | M · Option Exercise | +5K | — | — | 43.6% | 11.48K | 16.48K |
| Common Stock Direct | 1/12/2026 | F · Tax Withholding | −2.15K | $46.10 | $99.07K | 13.0% | 16.48K | 14.33K |
| Common Stock Direct | 1/12/2026 | M · Option Exercise | +5K | — | — | 34.9% | 14.33K | 19.33K |
| Common Stock Direct | 1/12/2026 | F · Tax Withholding | −1.97K | $46.10 | $90.72K | 10.2% | 19.33K | 17.36K |
| Total | +5.88K | -$189.79K | ||||||
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 |