Bowhead Specialty Holdings Inc. ($BOW) Insider Transactions

Last updated: 2026-03-16 13:02 UTC | Total transactions: 68

In the last 12 months, insiders at Bowhead Specialty Holdings Inc. ($BOW) filed 68 transactions with the SEC: 6 open-market purchases totaling $1,854,339 and 5 sales totaling $336,434,571. Net insider sentiment: net selling.

Bowhead Specialty Holdings Inc. operates in the Fire, marine & casualty insurance industry (Finance sector).

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View all SEC Filings for Bowhead Specialty Holdings Inc. (BOW).

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Recent Insider Transactions

Transaction Date Insider Name Title Transaction Type Security Shares Price Shares Owned Following Total Shares Outstanding % of Owned % of Outstanding
March 12, 2026 Sills Stephen Jay CEO and President G Common Stock 1540 $0.00 1,497,435.0000 33,807,105 0.10% 0.00%
March 13, 2026 Sills Stephen Jay CEO and President G Common Stock 120000 $0.00 1,497,435.0000 33,807,105 7.42% 0.35%
March 13, 2026 Sills Stephen Jay CEO and President G Common Stock 120000 $0.00 1,497,435.0000 33,807,105 8.71% 0.35%
March 12, 2026 Sills Stephen Jay CEO and President G Common Stock 7700 $0.00 1,617,435.0000 33,807,105 0.47% 0.02%
March 12, 2026 Sills Stephen Jay CEO and President G Common Stock 1540 $0.00 1,497,435.0000 33,807,105 0.10% 0.00%
March 12, 2026 Sills Stephen Jay CEO and President G Common Stock 1540 $0.00 1,497,435.0000 33,807,105 0.10% 0.00%
March 12, 2026 Sills Stephen Jay CEO and President G Common Stock 1540 $0.00 1,497,435.0000 33,807,105 0.10% 0.00%
March 12, 2026 Sills Stephen Jay CEO and President G Common Stock 1540 $0.00 1,497,435.0000 33,807,105 0.10% 0.00%
Feb. 19, 2026 Newman David John Chief Underwriting Officer A Common Stock 23488 $0.00 298,638.0000 33,807,105 8.54% 0.07%
Feb. 20, 2026 Mulcahey Brad CFO and Treasurer F Common Stock 1274 $24.90 136,327.0000 33,807,105 0.93% 0.00%
Feb. 19, 2026 Mulcahey Brad CFO and Treasurer A Common Stock 25145 $0.00 137,601.0000 33,807,105 22.36% 0.07%
Feb. 20, 2026 Yap Shirley Shek Li Chief Accounting Officer F Common Stock 524 $24.90 83,558.0000 33,807,105 0.62% 0.00%
Feb. 19, 2026 Yap Shirley Shek Li Chief Accounting Officer A Common Stock 9826 $0.00 84,082.0000 33,807,105 13.23% 0.03%
Feb. 20, 2026 Sills Stephen Jay CEO and President F Common Stock 5419 $24.90 1,497,435.0000 33,807,105 0.36% 0.02%
Feb. 19, 2026 Sills Stephen Jay CEO and President A Common Stock 88566 $0.00 1,502,854.0000 33,807,105 6.26% 0.26%
Feb. 19, 2026 Sills Stephen Jay CEO and President A Common Stock 90703 $0.00 1,414,288.0000 33,807,105 6.85% 0.27%
Feb. 20, 2026 Newman David John Chief Underwriting Officer F Common Stock 1443 $24.90 297,195.0000 33,807,105 0.48% 0.00%
May 1, 2025 Brock-Kyle Angela Director A Common Stock 4038 $0.00 36,773.0000 29,677,196 12.34% 0.01%
Nov. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 75000 $0.00 1,323,585.0000 33,807,105 5.36% 0.22%
Nov. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 75000 $0.00 1,323,585.0000 33,807,105 6.01% 0.22%
Aug. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 65274 $0.00 1,323,585.0000 29,677,196 5.19% 0.22%
Aug. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 163185 $0.00 1,323,585.0000 29,677,196 10.98% 0.55%
Aug. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 97911 $0.00 1,323,585.0000 29,677,196 7.99% 0.33%
Aug. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 65274 $0.00 1,024,185.0000 29,677,196 6.81% 0.22%
Aug. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 97911 $0.00 1,024,185.0000 29,677,196 10.57% 0.33%
Aug. 26, 2025 Sills Stephen Jay CEO and President G Common Stock 163185 $0.00 1,024,185.0000 29,677,196 13.74% 0.55%
Aug. 8, 2025 Botein Matthew Not found S Common Stock 2000000 $30.66 8,968,445.0000 29,677,196 18.23% 6.74%
Aug. 8, 2025 Gallatin Point Capital LLC Not found S Common Stock 2000000 $30.66 8,968,445.0000 29,677,196 18.23% 6.74%
July 30, 2025 Holman David Clifford Not found A Common Stock 2355 $0.00 2,355.0000 29,677,196 9999.99% 0.01%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 1141 $0.00 1,323,585.0000 29,677,196 0.09% 0.00%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 12431 $0.00 1,323,585.0000 29,677,196 0.93% 0.04%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 1141 $0.00 1,323,585.0000 29,677,196 0.09% 0.00%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 1141 $0.00 1,323,585.0000 29,677,196 0.09% 0.00%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 1141 $0.00 1,323,585.0000 29,677,196 0.09% 0.00%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 1141 $0.00 1,323,585.0000 29,677,196 0.09% 0.00%
July 15, 2025 Sills Stephen Jay CEO and President G Common Stock 6726 $0.00 1,323,585.0000 29,677,196 0.51% 0.02%
May 23, 2025 Yap Shirley Shek Li Chief Accounting Officer F Common Stock 680 $37.17 74,256.0000 29,677,196 0.91% 0.00%
May 23, 2025 Newman David John Chief Underwriting Officer F Common Stock 2118 $37.17 275,150.0000 29,677,196 0.76% 0.01%
May 23, 2025 Mulcahey Brad CFO and Treasurer F Common Stock 1027 $37.17 112,456.0000 29,677,196 0.90% 0.00%
May 22, 2025 Sills Stephen Jay CEO and President F Common Stock 11921 $38.08 1,323,585.0000 29,677,196 0.89% 0.04%
May 12, 2025 Sills Stephen Jay CEO and President G Common Stock 72500 $0.00 1,335,506.0000 29,677,196 5.74% 0.24%
May 12, 2025 Sills Stephen Jay CEO and President G Common Stock 72500 $0.00 1,335,506.0000 29,677,196 5.15% 0.24%
May 1, 2025 Schnidman Ava Director A Common Stock 2019 $0.00 3,912.0000 29,677,196 106.66% 0.01%
May 1, 2025 Fondriest Fabian Director A Common Stock 4038 $0.00 43,096.0000 29,677,196 10.34% 0.01%
May 1, 2025 Brock-Kyle Angela Director A Common Stock 4038 $0.00 13,449.0000 29,677,196 42.91% 0.01%
May 1, 2025 Baker Tom Director A Common Stock 2019 $0.00 6,724.0000 29,677,196 42.91% 0.01%
May 1, 2025 FOY DAVID THOMAS Director A Common Stock 2019 $0.00 6,724.0000 29,677,196 42.91% 0.01%
Feb. 28, 2025 Schnidman Ava Not found P Common Stock 1493 $33.41 1,893.0000 29,677,196 373.25% 0.01%
Feb. 21, 2025 Sills Stephen Jay CEO and President A Common Stock 65607 $0.00 1,267,980.0000 29,677,196 5.46% 0.22%
Feb. 21, 2025 Sills Stephen Jay CEO and President A Common Stock 67526 $0.00 1,335,506.0000 29,677,196 5.33% 0.23%
Feb. 21, 2025 Newman David John Chief Underwriting Officer A Common Stock 15346 $0.00 277,268.0000 29,677,196 5.86% 0.05%
Feb. 21, 2025 Yap Shirley Shek Li Chief Accounting Officer A Common Stock 7673 $0.00 74,936.0000 29,677,196 11.41% 0.03%
Feb. 21, 2025 Mulcahey Brad CFO and Treasurer A Common Stock 18416 $0.00 113,483.0000 29,677,196 19.37% 0.06%
Oct. 25, 2024 Gallatin Point Capital LLC Not found S Common Stock 3178662 $27.70 10,968,445.0000 33,263,958 22.47% 9.56%
Oct. 25, 2024 Botein Matthew Not found S Common Stock 3178662 $27.70 10,968,445.0000 33,263,958 22.47% 9.56%
Oct. 25, 2024 AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. Other S Common Stock 1362285 $27.70 4,700,761.0000 33,263,958 22.47% 4.10%
Sept. 19, 2024 Bowhead Insurance Holdings LP Not found J Common Stock 23940947 $0.00 59,053.0000 24,000,000 99.75% 99.75%
June 30, 2024 Botein Matthew Not found J Common Stock 270000 $0.00 14,142,523.0000 24,000,000 1.87% 1.13%
June 30, 2024 AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. Other J Common Stock 115714 $0.00 6,061,081.0000 24,000,000 1.87% 0.48%
June 30, 2024 Gallatin Point Capital LLC Not found J Common Stock 270000 $0.00 14,142,523.0000 24,000,000 1.87% 1.13%
May 28, 2024 Yap Shirley Shek Li Chief Accounting Officer P Common Stock 3200 $17.00 14,964.0000 24,000,000 27.20% 0.01%
May 28, 2024 AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. Other A Warrant to Purchase Common Stock 56471 $0.00 1,670,721.0000 24,000,000 3.50% 0.24%
May 28, 2024 Fondriest Fabian Director P Common Stock 12000 $17.00 29,647.0000 24,000,000 68.00% 0.05%
May 28, 2024 Sills Stephen Jay CEO and President P Common Stock 58824 $17.00 180,588.0000 24,000,000 48.31% 0.25%
May 28, 2024 Newman David John Chief Underwriting Officer P Common Stock 16315 $17.00 38,844.0000 24,000,000 72.42% 0.07%
May 28, 2024 Newman David John Chief Underwriting Officer P Common Stock 10500 $25.59 49,344.0000 24,000,000 27.03% 0.04%
May 28, 2024 AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. Other A Option (right to buy) 28236 $0.00 816,471.0000 24,000,000 3.58% 0.12%
May 23, 2024 AMERICAN FAMILY MUTUAL INSURANCE COMPANY, S.I. Other A Warrant to Purchase Common Stock 1614250 $0.00 1,614,250.0000 24,000,000 9999.99% 6.73%