SKWD Skyward Specialty Insurance Group, Inc.

NASDAQ
$56.74

Skyward Specialty Insurance Group, Inc. (SKWD) Insider Activity

What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.

Insider signal In line Selling ran in line with SKWD's own trailing one-year pace, with 0% of sale value under a prearranged plan.
Cluster activity 0 buyers in the last 30 days 0 buyers in the last 90 days 0 sellers in the last 90 days
Insiders buying
1
3 transactions
Insiders selling
2
4 transactions
Purchases
$94.2K
2,000 shares
Sales
$465.3K
9,137 shares
Net activity
-$371.1K
purchases less sales

How much of that selling was preplanned? 0% planned / 100% discretionary

10b5-1 plan sales $0 0 transactions · 0 shares
Discretionary sales $465.3K 4 transactions · 9,137 shares

Largest single sale: $431.0K.

Where they traded

Buy Sell Dot area is proportional to transaction value.

Last open-market purchase: May 21, 2026 , by Kuczinski Anthony J .

Recent open-market activity

Date Insider Role Action Shares Price Value Held after
Schmitt Thomas N CPO, Skyward Group Sell 8,397 $51.32 $431.0K 10,353 −44.8% of holding
Kuczinski Anthony J 3 fills Director Buy 2,000 $47.10 $94.2K 15,977
Ashe Gena L 3 fills Director Sell 740 $46.35 $34.3K 5,210 −12.4% of holding

Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.