Insider Ledger

SKWD insider buying and SEC filings, explained

Skyward Specialty Insurance Group, Inc. · CIK 1519449

Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov

Insider activity in the last 12 months

Bought
$1.5M
Insiders who bought
3
Sold (not marked 10b5-1)
$431K
Planned sales (10b5-1)
$504K

Insider purchases and sales, last 12 months

TradedTypeWhat was filedSource
Jun 12, 2026SaleThomas N Schmitt (CPO, Skyward Group) sold 8,397 shares at about $51.32 ($431K). Holdings down 45% to 10,353 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Jun 15, 2026
May 21, 2026Purchase (code P)Anthony J Kuczinski (Director) bought 2,000 shares at about $47.10 ($94K), reported as a purchase (code P). Holdings up 14% to 15,977 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed May 21, 2026
Feb 27–Mar 3, 2026Purchase (code P)Anthony J Kuczinski (Director) bought 5,000 shares between Feb 27 and Mar 3 at about $47.89 ($239K), reported as a purchase (code P). Holdings up 72% to 11,903 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Mar 4, 2026
Mar 2, 2026Purchase (code P)Christopher Locke Peirce (Director) bought 3,200 shares at $47.30 ($151K), reported as a purchase (code P). New position of 3,200 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Mar 3, 2026
Feb 27, 2026Purchase (code P)Taryn Leonie McHarg (CFO and Deputy CFO, Skyward Group) bought 200 shares indirectly at about $46.60 ($9K), reported as a purchase (code P). New position of 100 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Mar 3, 2026
Feb 27, 2026Purchase (code P)Andrew S Robinson (CEO and Director) bought 22,100 shares at about $46.76 ($1.0M), reported as a purchase (code P). Holdings up 15% to 167,674 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Feb 27, 2026
Feb 9, 2026Planned (10b5-1)Thomas N Schmitt (CPO, Skyward Group) sold 2,616 shares at about $43.49 ($114K), marked as a 10b5-1 plan trade. Holdings down 15% to 14,747 shares.SEC filing
Filed Feb 10, 2026
Dec 18, 2025Planned (10b5-1)Sandip A Kapadia (Head of Actuarial) sold 5,030 shares at about $50.01 ($252K), marked as a 10b5-1 plan trade. Holdings down 38% to 8,059 shares.SEC filing
Filed Dec 19, 2025
Dec 12, 2025Planned (10b5-1)Sandip A Kapadia (Head of Actuarial) sold 2,686 shares at about $50.02 ($134K), marked as a 10b5-1 plan trade. Holdings down 17% to 13,089 shares.SEC filing
Filed Dec 16, 2025
Dec 11, 2025Planned (10b5-1)Thomas N Schmitt (Chief People & Admin.officer) sold 88 shares at $47.61 ($4K), marked as a 10b5-1 plan trade. Holdings down 1% to 9,959 shares.SEC filing
Filed Dec 11, 2025

48 routine transactions (such as grants, option exercises or tax withholding) are not listed.

Cluster buys

3 insiders bought in 30 days

$1.4M in purchases since Feb 27, 2026 · Purchases traded Feb 27, 2026 to Mar 3, 2026 · Closed

InsiderValueTradedSource
Andrew S Robinson (CEO)$1.0MFeb 27, 2026SEC filing
Christopher Locke Peirce (Director)$151KMar 2, 2026SEC filing
Anthony J Kuczinski (Director)$239KMar 3, 2026SEC filing

Red flags

No red flags in the last 12 months.

Key events

No key events in the last 12 months.

8-K filings, last 12 months

No 8-K filings in the last 12 months.

Red flags are objective triggers only: the item or form filed, never an opinion.

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