SEC Insider Transactions from Chafkin Casey.

Last updated: 2026-03-14 11:41 UTC | Total transactions: 36

Chafkin Casey has filed 36 insider transactions across 1 company since March 2023.

Most recent transaction: a option exercise of 16860 shares of Skillz Inc. ($SKLZ) on December 22, 2025.

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Transaction Date Company Ticker Insider Name Title Transaction Type Security Shares Price Shares Owned Following Total Shares Outstanding % of Owned % of Outstanding
Dec. 22, 2025 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 16860 $0.00 787,385.0000 15,308,093 2.19% 0.11%
Dec. 22, 2025 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 917 $0.00 770,525.0000 15,308,093 0.12% 0.01%
Dec. 22, 2025 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 16860 $0.00 3,377.0000 15,308,093 83.31% 0.11%
Dec. 22, 2025 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 917 $0.00 0.0000 15,308,093 100.00% 0.01%
Dec. 9, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 916 $0.00 769,608.0000 17,868,489 0.12% 0.01%
Dec. 9, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 916 $0.00 917.0000 17,868,489 49.97% 0.01%
Nov. 13, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 3372 $0.00 768,692.0000 17,868,489 0.44% 0.02%
Nov. 13, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 3372 $0.00 20,237.0000 17,868,489 14.28% 0.02%
Sept. 12, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 916 $0.00 765,320.0000 17,449,328 0.12% 0.01%
Sept. 12, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 916 $0.00 1,833.0000 17,449,328 33.32% 0.01%
Sept. 4, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 916 $0.00 761,032.0000 17,449,328 0.12% 0.01%
Sept. 4, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Class A common stock 3372 $0.00 764,404.0000 17,449,328 0.44% 0.02%
Sept. 4, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 916 $0.00 2,749.0000 17,449,328 24.99% 0.01%
Sept. 4, 2024 Skillz Inc. $SKLZ Chafkin Casey Director M Restricted Stock Units 3372 $0.00 23,609.0000 17,449,328 12.50% 0.02%
March 14, 2024 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 3372 $0.00 760,116.0000 19,183,046 0.45% 0.02%
March 14, 2024 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 3372 $0.00 26,981.0000 19,183,046 11.11% 0.02%
March 4, 2024 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 916 $0.00 756,744.0000 19,183,046 0.12% 0.00%
March 4, 2024 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 916 $0.00 3,665.0000 19,183,046 20.00% 0.00%
Dec. 14, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 3372 $0.00 755,828.0000 21,068,697 0.45% 0.02%
Dec. 14, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 3372 $0.00 30,353.0000 21,068,697 10.00% 0.02%
Dec. 5, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 916 $0.00 752,456.0000 21,068,697 0.12% 0.00%
Dec. 5, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 916 $0.00 4,581.0000 21,068,697 16.66% 0.00%
Sept. 18, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 3372 $0.00 751,540.0000 21,068,697 0.45% 0.02%
Sept. 18, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 3372 $0.00 33,725.0000 21,068,697 11.11% 0.02%
Sept. 5, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 916 $0.00 748,168.0000 21,068,697 0.12% 0.00%
Sept. 5, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 916 $0.00 5,497.0000 21,068,697 14.28% 0.00%
Aug. 8, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 87805 $1.00 747,252.0000 21,068,697 13.31% 0.42%
Aug. 8, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Stock Option (right to buy) 87805 $1.00 0.0000 21,068,697 100.00% 0.42%
June 14, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 67450 $0.00 13,188,951.0000 21,068,697 0.51% 0.32%
June 14, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 67450 $0.00 741,948.0000 21,068,697 8.33% 0.32%
June 4, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Class A common stock 18323 $0.00 13,121,501.0000 21,068,697 0.14% 0.09%
June 4, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Strategy Officer M Restricted Stock Units 18323 $0.00 128,252.0000 21,068,697 12.50% 0.09%
March 14, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Revenue Officer M Restricted Stock Units 269800 $0.00 809,398.0000 21,068,697 25.00% 1.28%
March 14, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Revenue Officer M Class A common stock 269800 $0.00 13,103,178.0000 21,068,697 2.10% 1.28%
March 4, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Revenue Officer M Restricted Stock Units 18323 $0.00 146,575.0000 21,068,697 11.11% 0.09%
March 4, 2023 Skillz Inc. $SKLZ Chafkin Casey Chief Revenue Officer M Class A common stock 18323 $0.00 12,833,378.0000 21,068,697 0.14% 0.09%