Insider Transactions Reported by 26 Insiders of System1, Inc.

Symbol
SST on NYSE, SSTPW on OTC
Location
Marina Del Rey, CA

Insiders trading volume in the past year

System1, Inc. executives and other stock owners filed with the SEC include:

Name Relationship Holdings Value Past Year Net Change Change % Report Date
William P. Foley II Director, 10%+ Owner $133,445,586 10 May 2022
BGPT Trebia LP Director, 10%+ Owner $89,640,703 19 Apr 2022
Just Develop It Ltd 10%+ Owner $47,882,063 28 Jan 2022
Cannae Holdings, Inc. 10%+ Owner $44,030,854 06 Sep 2023
Stanley Blend 10%+ Owner $7,323,858 24 Dec 2024
CEE Holdings Trust 10%+ Owner $6,731,142 +$287,613 +4.5% 22 Aug 2025
Lone Star Friends Trust 10%+ Owner $2,775,323 17 Jun 2024
Paul Filsinger President $748,820 14 Oct 2022
Tridivesh Kidambi Chief Financial Officer $501,207 28 Jan 2026
Jennifer Mindy Prince Director $367,014 11 Jun 2024
William Dexter Fowler Director $360,414 11 Jun 2024
Daniel J. Weinrot General Counsel & Secretary $290,066 28 Jan 2026
Brian Coppola Chief Ad Operations Officer $276,837 28 Jan 2026
Christopher Stephen Phillips Director, 10%+ Owner $260,800 31 Jul 2023
Elizabeth Sestanovich Chief People Officer $247,828 28 Jan 2026
Jennifer Lynn Robinson Chief Technology Officer $174,898 15 Aug 2024
Charles Ursini President & COO, Director $132,300 29 Jul 2025
John Civantos Director $25,420 31 Jul 2025
Frank R. Martire Director $14,967 31 Jul 2025
Moujan Kazerani Director $14,505 31 Jul 2025
Ryan R. Caswell Director $13,887 31 Jul 2025
Taryn Jogi Naidu Director $13,882 31 Jul 2025
Caroline Horn Director $13,470 31 Jul 2025
Tanmay Kumar Director $12,670 31 Jul 2025
L. Michael Blend CEO & Chairman, Director $0 12 Aug 2024
Trasimene Trebia, LP Director, 10%+ Owner 13 Mar 2023

Recent Insider Transactions by Companies or Individuals for System1, Inc.

Showing up to 300 most recent insider transactions from the last 12 months.

Insider Symbol Class Transaction % Value $ * Price $ Shares Shares Owned Date Ownership
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.21% -258 119,906 28 Jan 2026 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.35% -211 59,289 28 Jan 2026 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.35% -231 66,229 28 Jan 2026 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.3% -211 69,394 28 Jan 2026 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.29% -345 120,164 15 Jan 2026 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.63% -377 59,500 15 Jan 2026 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.56% -371 66,460 15 Jan 2026 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.54% -377 69,605 15 Jan 2026 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.22% -263 120,509 28 Oct 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.26% -158 59,877 28 Oct 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.35% -235 66,831 28 Oct 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.3% -214 69,982 28 Oct 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.56% -377 67,066 15 Oct 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.29% -352 120,772 15 Oct 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.47% -282 60,035 15 Oct 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -0.54% -382 70,196 15 Oct 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 1.21% $80,630 $7.32 11,015 919,555 22 Aug 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 1.4% $86,830 $6.90 12,584 908,540 21 Aug 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 1.42% $78,650 $6.25 12,584 895,956 20 Aug 2025 Direct
CEE Holdings Trust SST Class A Common Stock Purchase 0.75% $41,503 $6.32 6,567 883,372 19 Aug 2025 Direct
Frank Martire Jr. SST Class A Common Stock Award 56.4% 15,000 41,575 31 Jul 2025 Direct
Ryan R. Caswell SST Class A Common Stock Award 63.6% 15,000 38,577 31 Jul 2025 Direct
Tanmay Kumar SST Class A Common Stock Award 74.3% 15,000 35,196 31 Jul 2025 Direct
Taryn Jogi Naidu SST Class A Common Stock Award 63.7% 15,000 38,562 31 Jul 2025 Direct
Moujan Kazerani SST Class A Common Stock Award 59.3% 15,000 40,292 31 Jul 2025 Direct
John Civantos SST Class A Common Stock Award 27% 15,000 70,613 31 Jul 2025 Direct
Caroline Horn SST Class A Common Stock Award 66.9% 15,000 37,418 31 Jul 2025 Direct
Charles Ursini SST Class A Common Stock Award 1125% 337,500 367,500 29 Jul 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Award 70.3% 50,000 121,124 29 Jul 2025 Direct
Tridivesh Kidambi SST Stock Appreciation Rights Award 38.5% 20,000 72,000 29 Jul 2025 Direct
Brian Coppola SST Class A Common Stock Award 145.8% 40,000 67,443 29 Jul 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Award 196.9% 40,000 60,317 29 Jul 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Award 290.4% 52,500 70,578 29 Jul 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.31% -224 71,124 28 Jul 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.75% -206 27,443 28 Jul 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.66% -135 20,317 28 Jul 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -1.05% -191 18,078 28 Jul 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.42% -300 71,348 15 Jul 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -1.18% -330 27,649 15 Jul 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -1.16% -240 20,452 15 Jul 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -1.83% -341 18,269 15 Jul 2025 Direct
John Civantos SST Class A Common Stock Purchase 12.4% 6,158 55,613 13 Jun 2025 Direct
John Civantos SST Class A Common Stock Purchase 61.6% 18,842 49,455 12 Jun 2025 Direct
Tridivesh Kidambi SST Warrants (right to buy) Sale -100% -15,000 0 09 Jun 2025 Direct
Tridivesh Kidambi SST Class A Common Stock Tax liability -0.31% -2,237 716,488 28 Apr 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -0.73% -2,052 279,799 28 Apr 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -0.64% -1,342 206,929 28 Apr 2025 Direct
Daniel J. Weinrot SST Class A Common Stock Tax liability -1.01% -1,905 186,106 28 Apr 2025 Direct
Elizabeth Sestanovich SST Class A Common Stock Tax liability -1.14% -2,398 208,271 15 Apr 2025 Direct
Brian Coppola SST Class A Common Stock Tax liability -1.16% -3,300 281,851 15 Apr 2025 Direct
* An asterisk sign (*) next to the price indicates that the price is likely invalid.