According to recent filings covering the 90 days ending February 19, 2026, the three most significant insider holders at System1 are TenPercentOwner Holdings, Inc. Cannae (2.70Mn shares), Director Christopher Stephen Phillips (1.88Mn shares), TenPercentOwner Holdings Trust Cee (919.55K shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| Holdings, Inc. Cannae | 2,701,279 | 07 Sep, 2023 | |
| Christopher Stephen Phillips | 1,883,259 | 03 Aug, 2023 | |
| Star Friends Trust Lone | 758,164 | 09 Dec, 2022 | |
| Trebia Lp Bgpt | 445,088 | 20 Apr, 2022 | |
| Stanley Blend | 250,000 | 27 Dec, 2024 | |
| Holdings Trust Cee | 919,555 | 26 Aug, 2025 | |
| Develop It Ltd Just | 72,500 | 07 Mar, 2022 | |
| Paul Filsinger | President | 45,940 | 17 Oct, 2022 |
| Charles Ursini | President & Coo | 367,500 | 31 Jul, 2025 |
| Jennifer Mindy Prince | 22,243 | 13 Jun, 2024 | |
| William Dexter Fowler | 21,843 | 13 Jun, 2024 | |
| Jennifer Lynn Robinson | Chief Technology Officer | 16,194 | 20 Aug, 2024 |
| Tridivesh Kidambi | Chief Financial Officer | 121,458 | 29 Jan, 2026 |
| John Civantos | 70,613 | 04 Aug, 2025 | |
| Daniel J Weinrot | General Counsel & Secretary | 69,394 | 29 Jan, 2026 |
| Brian Coppola | Chief Ad Operations Officer | 66,229 | 29 Jan, 2026 |
| Moujan Kazerani | 42,342 | 04 Aug, 2025 | |
| Elizabeth Sestanovich | Chief People Officer | 59,289 | 29 Jan, 2026 |
| Frank R Martire | 41,575 | 05 Aug, 2025 | |
| Ryan R. Caswell | 38,577 | 05 Aug, 2025 | |
| Taryn Jogi Naidu | 38,562 | 04 Aug, 2025 | |
| Caroline Horn | 37,418 | 04 Aug, 2025 | |
| Tanmay Kumar | 35,196 | 04 Aug, 2025 | |
| William P Ii Foley | 2,400 | 12 May, 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.
| 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 | Tridivesh Kidambi | Class A Common Stock | D | 258 | $4.18 | 119,906 | D | F |
| 28 Jan, 2026 | Brian Coppola | Class A Common Stock | D | 231 | $4.18 | 66,229 | D | F |
| 28 Jan, 2026 | Elizabeth Sestanovich | Class A Common Stock | D | 211 | $4.18 | 59,289 | D | F |
| 15 Jan, 2026 | Daniel J Weinrot | Class A Common Stock | D | 377 | $4.40 | 69,605 | D | F |
| 15 Jan, 2026 | Tridivesh Kidambi | Class A Common Stock | D | 345 | $4.40 | 120,164 | 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 |
| 28 Oct, 2025 | Daniel J Weinrot | Class A Common Stock | D | 214 | $6.18 | 69,982 | 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 |
| 28 Oct, 2025 | Elizabeth Sestanovich | Class A Common Stock | D | 158 | $6.18 | 59,877 | 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 |
| 15 Oct, 2025 | Brian Coppola | Class A Common Stock | D | 377 | $7.94 | 67,066 | D | F |
| 15 Oct, 2025 | Elizabeth Sestanovich | Class A Common Stock | D | 282 | $7.94 | 60,035 | D | F |
| 22 Aug, 2025 | Holdings Trust Cee | Class A Common Stock | A | 11,015 | $7.32 | 919,555 | D | P |
| 21 Aug, 2025 | Holdings Trust Cee | Class A Common Stock | A | 12,584 | $6.90 | 908,540 | D | P |
| 21 Aug, 2025 | Holdings Trust Cee | - | - | 908,540 | D | |||
| 20 Aug, 2025 | Holdings Trust Cee | - | - | 895,956 | D |