SKWD SEC Form 4 filings

Skyward Specialty Insurance Group, Inc. Latest Insider Trading Activity

Our insider trading activity tracker for Skyward Specialty Insurance Group, Inc. shows 19 total open-market insider transactions for SKWD over the past 557 days. The most recent displayed transaction was on June 12, 2026, when Schmitt Thomas N (Skyward Specialty Insurance Group, Inc. CPO, Skyward Group) reported a sale of 8,397 shares at $51.32 per share. This page shows up to the 10 most recent SEC Form 4 filing records on a 6-hour delay. Sign up for real-time updates and access to 20 years of historic insider trading data.

Insider Trading For SKWD Charted on Daily Candles. Scroll left or zoom out to load earlier candles (up to 2 years).

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Charting by TradingView Lightweight Charts
Ticker Filing Date Transaction Date Company Insider Title Transaction Trade Count Shares Avg. Price Total Value Position Size Change SEC Filing
Unexplained: transactions without an ESPP, DRIP, 10b5-1, tax liability, or Explained M/S tag. SKWD 2026-06-15 2026-06-12 Skyward Specialty Insurance Group, Inc. Schmitt Thomas N CPO, Skyward Group Sell 1 8,397 $51.32 $430,934.04 44.78% View Filing
Unexplained: transactions without an ESPP, DRIP, 10b5-1, tax liability, or Explained M/S tag. SKWD 2026-05-21 2026-05-21 Skyward Specialty Insurance Group, Inc. Kuczinski Anthony J Director Buy 3 2,000 $47.10 $94,200.00 4.43% View Filing
Unexplained: transactions without an ESPP, DRIP, 10b5-1, tax liability, or Explained M/S tag. SKWD 2026-05-12 2026-05-11 Skyward Specialty Insurance Group, Inc. Ashe Gena L Director Sell 3 740 $46.35 $34,299.00 4.75% View Filing
Unexplained: transactions without an ESPP, DRIP, 10b5-1, tax liability, or Explained M/S tag. SKWD 2026-03-04 2026-03-03 Skyward Specialty Insurance Group, Inc. Kuczinski Anthony J Director Buy 3 5,000 $47.89 $239,470.00 15.77% View Filing
Unexplained: transactions without an ESPP, DRIP, 10b5-1, tax liability, or Explained M/S tag. SKWD 2026-03-03 2026-03-02 Skyward Specialty Insurance Group, Inc. Peirce Christopher Locke Director Buy 1 3,200 $47.30 $151,360.00 100.00% View Filing
Tax liability coverage transfers: shares are often sold to offset the tax liability from shares vesting SKWD 2025-03-10 2025-03-06 Skyward Specialty Insurance Group, Inc. Clark Chase M Chief Underwriting Officer Sell 2 1,101 $50.24 $55,314.24 19.03% View Filing
Tax liability coverage transfers: shares are often sold to offset the tax liability from shares vesting SKWD 2025-03-10 2025-03-06 Skyward Specialty Insurance Group, Inc. Haushill Mark W EVP & CFO Sell 1 2,363 $50.24 $118,717.12 1.29% View Filing
Tax liability coverage transfers: shares are often sold to offset the tax liability from shares vesting SKWD 2025-03-10 2025-03-06 Skyward Specialty Insurance Group, Inc. Robinson Andrew S CHAIRMAN & CEO Sell 1 20,311 $50.24 $1,020,424.64 19.84% View Filing
Tax liability coverage transfers: shares are often sold to offset the tax liability from shares vesting SKWD 2025-03-10 2025-03-06 Skyward Specialty Insurance Group, Inc. Duffy Sean W EVP & CHIEF CLAIMS OFFICER Sell 2 4,010 $50.24 $201,462.40 13.41% View Filing
Tax liability coverage transfers: shares are often sold to offset the tax liability from shares vesting SKWD 2025-03-10 2025-03-06 Skyward Specialty Insurance Group, Inc. Bodnar Dan Pk CHIEF INFORMATION OFFICER Sell 2 3,059 $50.24 $153,684.16 8.82% View Filing

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Alerts are based on public SEC filings and are provided for informational purposes only; they do not constitute financial advice.