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

SKWD Price

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
Holding Value $683k 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
$42.73
Ashe Gena L Director
Holding Value $227k 5,310 shares
Last Trade
May 11, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$82.4k 1,797 shares
$45.84
$42.73
Burkhart John A Iii President, US P&c
Holding Value $1.69M 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
$42.73
Terry Katharine Director
Holding Value $142k 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
$42.73
Dall Marcia A Director
Holding Value $142k 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
$42.73
Duffy Sean W EVP & Chief Claims Officer
Holding Value $859k 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
$42.73
Haushill Mark W CFO - Skyward Group
Holding Value $6.04M 141,448 shares
Last Trade
May 06, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$221k 5,036 shares
$43.84
$42.73
Schmitt Thomas N Cpo, Skyward Group
Holding Value $850k 19,881 shares
Last Trade
May 06, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$147k 3,358 shares
$43.84
$42.73
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
$42.73
Kapadia Sandip A Head Of Actuarial
Holding Value $843k 19,727 shares
Last Trade
May 06, 2026 Purchase (Option Exercise)Shares acquired or sold by exercising stock options or converting another derivative security.
$118k 2,686 shares
$43.84
$42.73
Holding Value $166k 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
$42.73
Robinson Andrew S Chairman & Ceo, Skyward Group
Holding Value $8.03M 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
$42.73
Holding Value $142k 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
$42.73
Holding Value $2.34M 54,830 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
$42.73
Holding Value $7.51M 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
$42.73
Mc Harg Taryn Leonie other, CFO - Apollo
Holding Value $4.27k 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.
$4.67k 100 shares
$46.71
$42.73
Khan Shakoor Corp. Dev. Officer
Holding Value $185k 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
$42.73
Ibeson David Christopher Ben other, CEO - Apollo
Holding Value $924k 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
$42.73
Ryan Patricia A. Chief Legal Officer
Holding Value $61.6k 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
$42.73
Slaughter James Richard other, CUO - Apollo
Holding Value $4.62M 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
$42.73

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