ROBINSON ANDREW S (Chairman & CEO, 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: 0001415833-26-000006
DirectorOfficer· Chairman & CEO, Skyward Group
Since Feb 2026
-39.53K
Net shares
Net seller
$1.82M
Total sold
0
Open market trades
0B · 0S
6
Total transactions
100K acquired · 139.53K disposed
Non-Derivative Transactions4
Common Stock
Direct
Shares
+50K
Price / share
—
Trade value
—
% of position
67.2%
1/12/2026
74.45K→124.45K
Common Stock
Direct
Shares
−19.86K
Price / share
$46.10
Trade value
$915.41K
% of position
16.0%
1/12/2026
124.45K→104.59K
Common Stock
Direct
Shares
+50K
Price / share
—
Trade value
—
% of position
47.8%
1/12/2026
104.59K→154.59K
Common Stock
Direct
Shares
−19.68K
Price / share
$46.10
Trade value
$907.02K
% of position
12.7%
1/12/2026
154.59K→134.91K
Total
Net shares
+60.47K
Net value
-$1.82M
| Security | Date | Type | Shares | Price / Share | Trade Value | % of Position | Held Before | Held After |
|---|---|---|---|---|---|---|---|---|
| Common Stock Direct | 1/12/2026 | M · Option Exercise | +50K | — | — | 67.2% | 74.45K | 124.45K |
| Common Stock Direct | 1/12/2026 | F · Tax Withholding | −19.86K | $46.10 | $915.41K | 16.0% | 124.45K | 104.59K |
| Common Stock Direct | 1/12/2026 | M · Option Exercise | +50K | — | — | 47.8% | 104.59K | 154.59K |
| Common Stock Direct | 1/12/2026 | F · Tax Withholding | −19.68K | $46.10 | $907.02K | 12.7% | 154.59K | 134.91K |
| Total | +60.47K | -$1.82M | ||||||
Derivative Transactions2
2023 IPO RSU Grant (4-Year)
Direct
Converts to
Common Stock
50K shares
Shares
−50K
Strike price
Held after
50K
Exercisable
—
1/12/2026
2023 IPO RSU Grant (3-Year)
Direct
Converts to
Common Stock
50K shares
Shares
−50K
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 Stock50K shares | 1/12/2026 | M · Option Exercise | −50K | — | 50K | |
| 2023 IPO RSU Grant (3-Year) Direct | Common Stock50K shares | 1/12/2026 | M · Option Exercise | −50K | — | 0.00 |