Skyward Specialty Insurance Group Insider Trades

SKWD

Track insider trading activity from Skyward Specialty Insurance Group executives and directors. See which insiders are buying and selling SKWD stock.

Trades Last 12 Months

All Insider Trades for Skyward Specialty Insurance Group

Sort by: Latest Trade Biggest Holding
Insider
Holding Value
Last Transaction
Sale/Purchase
Amount
Price
Current Price
Schmitt Thomas N Cpo, Skyward Group
Holding Value $547k 10,353 shares
Last Trade
Jun 12, 2026 Sale (Open Market)Shares sold on the open market or in a private sale.
$431k 8,397 shares
$51.32
$52.88
Holding Value $845k 15,977 shares
Last Trade
May 21, 2026 Purchase (Open Market)Shares bought on the open market or in a private purchase outside of a company compensation plan.
$94.2k 2,000 shares
$47.10
$52.88
Ashe Gena L Director
Holding Value $276k 5,210 shares
Last Trade
May 11, 2026 Sale (Open Market)Shares sold on the open market or in a private sale.
$34.3k 740 shares
$46.35
$52.88
Holding Value $176k 3,334 shares
Last Trade
May 06, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$146k 3,334 shares
$43.84
$52.88
Dall Marcia A Director
Holding Value $176k 3,334 shares
Last Trade
May 06, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$146k 3,334 shares
$43.84
$52.88
Duffy Sean W EVP & Chief Claims Officer
Holding Value $1.06M 20,097 shares
Last Trade
May 06, 2026 Sale (In-Kind)Shares used to pay exercise costs or tax withholding, or another in-kind transfer tied to compensation.
$73k 1,671 shares
$43.68
$52.88
Haushill Mark W CFO - Skyward Group
Holding Value $7.37M 139,466 shares
Last Trade
May 06, 2026 Sale (In-Kind)Shares used to pay exercise costs or tax withholding, or another in-kind transfer tied to compensation.
$86.6k 1,982 shares
$43.68
$52.88
Burkhart John A Iii President, US P&c
Holding Value $2.1M 39,630 shares
Last Trade
May 06, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$211k 4,813 shares
$43.84
$52.88
Holding Value $206k 3,890 shares
Last Trade
May 06, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$171k 3,890 shares
$43.84
$52.88
Terry Katharine Director
Holding Value $176k 3,334 shares
Last Trade
May 06, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$146k 3,334 shares
$43.84
$52.88
Bodnar Dan Pk Chief Information Officer
Holding Value $0 0 shares
Last Trade
May 06, 2026 Sale (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$88.6k 2,020 shares
$43.84
$52.88
Kapadia Sandip A Head Of Actuarial
Holding Value $971k 18,353 shares
Last Trade
May 06, 2026 Sale (In-Kind)Shares used to pay exercise costs or tax withholding, or another in-kind transfer tied to compensation.
$60k 1,374 shares
$43.68
$52.88
Robinson Andrew S Chairman & Ceo, Skyward Group
Holding Value $9.93M 187,824 shares
Last Trade
May 06, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$883k 20,150 shares
$43.84
$52.88
Holding Value $9.3M 175,858 shares
Last Trade
May 05, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$78.9k 1,797 shares
$43.93
$52.88
Holding Value $0 0 shares
Last Trade
May 05, 2026 Sale (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$78.9k 1,797 shares
$43.93
$52.88
Mc Harg Taryn Leonie other, CFO - Apollo
Holding Value $5.29k 100 shares
Last Trade
Feb 27, 2026 Purchase (Open Market)Shares bought on the open market or in a private purchase outside of a company compensation plan.
$4.65k 100 shares
$46.49
$52.88
Khan Shakoor Corp. Dev. Officer
Holding Value $229k 4,326 shares
Last Trade
Feb 25, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$314k 6,848 shares
$45.89
$52.88
Ryan Patricia A. Chief Legal Officer
Holding Value $76.3k 1,442 shares
Last Trade
Feb 25, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$66.2k 1,442 shares
$45.89
$52.88
Ibeson David Christopher Ben other, CEO - Apollo
Holding Value $1.14M 21,630 shares
Last Trade
Feb 25, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$993k 21,630 shares
$45.89
$52.88
Slaughter James Richard other, CUO - Apollo
Holding Value $5.72M 108,154 shares
Last Trade
Feb 25, 2026 Purchase (Award)Shares received as a grant, bonus, or other company award rather than an open-market purchase.
$4.96M 108,154 shares
$45.89
$52.88

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