System1, Inc. (SST) Insider Ownership

Historic Insider Ownership Trends

SST's three largest insider shareholders as of March 23, 2026 are Holdings, Inc. Cannae (TenPercentOwner, 27.01Mn shares), Christopher Stephen Phillips (Director, 18.67Mn shares), Star Friends Trust Lone (TenPercentOwner, 5.73Mn shares).

Top Direct Holders

Insider ownership data is derived from the last 60 months of Form 4 SEC filings.
Holder Position Shares (Direct) Shares (Indirect) Report Date
Holdings, Inc. Cannae 0 27,012,794 07 Sep, 2023
Holdings, Inc. Cannae 0 27,012,794 07 Sep, 2023
Christopher Stephen Phillips 0 18,672,586 09 Sep, 2022
Star Friends Trust Lone 5,731,423 0 09 Dec, 2022
Trebia Lp Bgpt 4,450,879 0 20 Apr, 2022
Stanley Blend 0 2,500,000 27 Dec, 2024
Star Friends Trust Lone 0 1,850,215 26 Jun, 2024
Holdings Trust Cee 919,555 0 26 Aug, 2025
Develop It Ltd Just 725,000 0 07 Mar, 2022
Paul Filsinger President 459,399 0 17 Oct, 2022
Charles Ursini President Coo 367,500 0 31 Jul, 2025
Jennifer Mindy Prince 222,433 0 13 Jun, 2024
William Dexter Fowler 218,433 0 13 Jun, 2024
Jennifer Lynn Robinson Chief Technology Officer 161,943 0 20 Aug, 2024
Christopher Stephen Phillips 160,000 0 03 Aug, 2023
Tridivesh Kidambi Chief Financial Officer 119,906 0 29 Jan, 2026
John Civantos 70,613 0 05 Aug, 2025
Daniel J Weinrot General Counsel Secretary 69,394 0 29 Jan, 2026
Brian Coppola Chief Ad Operations Officer 66,229 0 29 Jan, 2026
Elizabeth Sestanovich Chief People Officer 59,289 0 29 Jan, 2026
Moujan Kazerani 40,292 0 04 Aug, 2025
Ryan R. Caswell 38,577 0 04 Aug, 2025
Caroline Horn 37,418 0 04 Aug, 2025
Tanmay Kumar 35,196 0 04 Aug, 2025
Moujan Kazerani 0 20,500 07 Mar, 2022
Tridivesh Kidambi Chief Financial Officer 0 15,518 07 Mar, 2022

* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.

Recent Insider Transactions

Detailed insider trading activity based on Form 4 SEC filings.
Download Data
Transaction Date Insider Name Security Class Transaction Type Shares Traded Price Shares Remaining Ownership Code
28 Jan, 2026 Daniel J Weinrot Class A Common Stock D 211 $4.18 69,394 D F
28 Jan, 2026 Elizabeth Sestanovich Class A Common Stock D 211 $4.18 59,289 D F
28 Jan, 2026 Brian Coppola Class A Common Stock D 231 $4.18 66,229 D F
28 Jan, 2026 Tridivesh Kidambi Class A Common Stock D 258 $4.18 119,906 D F
15 Jan, 2026 Daniel J Weinrot Class A Common Stock D 377 $4.40 69,605 D F
15 Jan, 2026 Brian Coppola Class A Common Stock D 371 $4.40 66,460 D F
15 Jan, 2026 Elizabeth Sestanovich Class A Common Stock D 377 $4.40 59,500 D F
15 Jan, 2026 Tridivesh Kidambi Class A Common Stock D 345 $4.40 120,164 D F
28 Oct, 2025 Daniel J Weinrot Class A Common Stock D 214 $6.18 69,982 D F
28 Oct, 2025 Elizabeth Sestanovich Class A Common Stock D 158 $6.18 59,877 D F
28 Oct, 2025 Brian Coppola Class A Common Stock D 235 $6.18 66,831 D F
28 Oct, 2025 Tridivesh Kidambi Class A Common Stock D 263 $6.18 120,509 D F
15 Oct, 2025 Elizabeth Sestanovich Class A Common Stock D 282 $7.94 60,035 D F
15 Oct, 2025 Brian Coppola Class A Common Stock D 377 $7.94 67,066 D F
15 Oct, 2025 Daniel J Weinrot Class A Common Stock D 382 $7.94 70,196 D F
15 Oct, 2025 Tridivesh Kidambi Class A Common Stock D 352 $7.94 120,772 D F
22 Aug, 2025 Holdings Trust Cee Class A Common Stock A 11,015 $7.32 919,555 D P
19 Aug, 2025 Holdings Trust Cee Class A Common Stock A 6,567 $6.32 883,372 D P
20 Aug, 2025 Holdings Trust Cee Class A Common Stock A 12,584 $6.25 895,956 D P
21 Aug, 2025 Holdings Trust Cee Class A Common Stock A 12,584 $6.90 908,540 D P