As of June 12, 2026, System1's top three insider holders are Holdings, Inc. Cannae (TenPercentOwner, 77.82Mn shares), Christopher Stephen Phillips (Director, 30.10Mn shares), Holdings, Inc. Cannae (TenPercentOwner, 27.01Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| William P Ii Foley | - | 24,000 | 0 | 12 May, 2022 |
| Frank R Martire | - | 41,575 | 0 | 04 Aug, 2025 |
| L Michael Blend | - | 0 | 8,448,338 | 01 Feb, 2022 |
| Taryn Jogi Naidu | - | 38,562 | 0 | 04 Aug, 2025 |
| Daniel J Weinrot | General Counsel Secretary | 69,053 | 0 | 17 Apr, 2026 |
| Holdings, Inc. Cannae | - | 0 | 77,818,426 | 19 May, 2022 |
| Trebia, Lp Trasimene | - | 6,601,898 | 0 | 20 Apr, 2022 |
| Tanmay Kumar | - | 35,196 | 0 | 04 Aug, 2025 |
| Trebia Lp Bgpt | - | 4,450,879 | 0 | 20 Apr, 2022 |
| Ryan R. Caswell | - | 38,577 | 0 | 04 Aug, 2025 |
| Moujan Kazerani | - | 0 | 96,112 | 07 Mar, 2022 |
| William Dexter Fowler | - | 218,433 | 0 | 13 Jun, 2024 |
| Tridivesh Kidambi | - | 436,093 | 0 | 02 Feb, 2022 |
| Brian Coppola | Chief Product Officer | 225,969 | 0 | 02 Feb, 2022 |
| Jennifer Mindy Prince | - | 222,433 | 0 | 13 Jun, 2024 |
| Elizabeth Sestanovich | Chief People Officer | 208,595 | 0 | 02 Feb, 2022 |
| Paul Filsinger | President | 540,868 | 0 | 02 Feb, 2022 |
| Caroline Horn | - | 37,418 | 0 | 04 Aug, 2025 |
| Jennifer Lynn Robinson | Chief Technology Officer | 161,943 | 0 | 20 Aug, 2024 |
| Christopher Stephen Phillips | - | 0 | 30,100,499 | 07 Mar, 2022 |
| Develop It Ltd Just | - | 725,000 | 0 | 07 Mar, 2022 |
| Star Friends Trust Lone | - | 5,731,423 | 0 | 09 Dec, 2022 |
| Stanley Blend | - | 0 | 8,477,861 | 18 Dec, 2023 |
| John Civantos | - | 70,613 | 0 | 05 Aug, 2025 |
| Holdings Trust Cee | - | 919,555 | 0 | 26 Aug, 2025 |
| Charles Ursini | President Coo | 367,500 | 0 | 31 Jul, 2025 |
* 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.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 15 Apr, 2026 | Daniel J Weinrot | Class A Common Stock | D | 341 | $2.26 | 69,053 | D | F |
| 15 Apr, 2026 | Daniel J Weinrot | Class A Common Stock | D | 341 | $2.26 | 69,053 | D | F |
| 15 Apr, 2026 | Elizabeth Sestanovich | Class A Common Stock | D | 341 | $2.26 | 58,948 | D | F |
| 15 Apr, 2026 | Tridivesh Kidambi | Class A Common Stock | A | 26,910 | $3.00 | 146,816 | D | P |
| 15 Apr, 2026 | Brian Coppola | Class A Common Stock | D | 331 | $2.26 | 65,898 | D | F |
| 15 Apr, 2026 | Tridivesh Kidambi | Class A Common Stock | D | 301 | $2.26 | 146,515 | D | F |
| 28 Jan, 2026 | Tridivesh Kidambi | Class A Common Stock | D | 258 | $4.18 | 119,906 | D | F |
| 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 | Daniel J Weinrot | Class A Common Stock | D | 211 | $4.18 | 69,394 | D | F |
| 28 Jan, 2026 | Daniel J Weinrot | Class A Common Stock | D | 211 | $4.18 | 69,394 | D | F |
| 28 Jan, 2026 | Brian Coppola | Class A Common Stock | D | 231 | $4.18 | 66,229 | 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 | Daniel J Weinrot | Class A Common Stock | D | 377 | $4.40 | 69,605 | D | F |
| 15 Jan, 2026 | Daniel J Weinrot | Class A Common Stock | D | 377 | $4.40 | 69,605 | 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 | Tridivesh Kidambi | Class A Common Stock | D | 263 | $6.18 | 120,509 | D | F |
| 28 Oct, 2025 | Brian Coppola | Class A Common Stock | D | 235 | $6.18 | 66,831 | D | F |