Bowhead Specialty Holdings BOW Insider Ownership

Updated Oct 10, 2026

In the last 12 months, insiders at Bowhead Specialty Holdings neither bought nor sold shares on the open market.

• Away from the open market, BOW insiders received 247.81K shares in stock awards, gave up 60.26K shares to cover taxes or exercise prices and gave away 202.7K shares as gifts over the last 12 months.
• Per Business Quant data, Bowhead Specialty Holdings insiders hold 21.67Mn shares in total based on their latest Form 4 filings, or 65.77% of the 32.94Mn shares outstanding; that total is down 0.27% from 21.73Mn shares at the end of Q2 2026 and up 0.77% from 21.5Mn shares at the end of Q3 2025.
• Of the 21.67Mn shares held by Bowhead Specialty Holdings insiders, 6.19Mn shares (28.58%) are held directly and 15.48Mn shares (71.42%) indirectly, through trusts, partnerships, family members and other entities.
• The insider holdings in Bowhead Specialty Holdings belong to 13 insiders who have reported on Form 4 within the past two years.
• BOW's three largest insider shareholders, per their latest Form 4 filings, are American Family Mutual Insurance Company, S.I. (Director and 10% owner, 10.76Mn shares), Matthew Botein (Director and 10% owner, 8.97Mn shares) and Stephen Jay Sills (CEO and President, 1.29Mn shares).
• The largest insider, American Family Mutual Insurance Company, S.I., holds 49.67% of BOW's insider total.
• Over the trailing 12 months, 11 insiders reported transactions in BOW stock across 21 Form 4 filings.
• The insider holdings and trades above for Bowhead Specialty Holdings reflect Form 4 filings through May 27, 2026.