System1, Inc. (SST) has 20 known insider and institutional holders on record. The largest holder is Cannae Holdings, Inc. with 27,012,794 shares. Other notable holders include Cannae Holdings, LLC and Just Develop It Ltd.
Over the last 12 months, insiders have made 51 transactions in SST stock — 18 buys (valued at $527.4K) and 1 sells (valued at $172.5K). Insider buying has outpaced selling during this period, which may signal confidence in the company's prospects.
SST Insider Ownership
Top Holder
Cannae Holdings, Inc.
27,012,794 shares
Buys (12 mo)
18
$527.4K value
Sells (12 mo)
1
$172.5K value
12-Month Transaction Activity
Top Insider Holders
| # |
Name |
Role |
Shares Owned |
Last Filed |
Relative Size |
| 1 |
Cannae Holdings, Inc. |
10 Percent Owner |
27,012,794 |
2023-09-07 |
|
| 2 |
Cannae Holdings, Llc |
Director |
25,400,559 |
2022-08-18 |
|
| 3 |
Just Develop It Ltd |
Director |
18,672,586 |
2022-09-09 |
|
| 4 |
Bgpt Trebia Lp |
10 Percent Owner |
4,234,063 |
2022-01-28 |
|
| 5 |
Martire Frank Iii |
Director |
3,378,532 |
2022-03-21 |
|
| 6 |
Blend Stanley |
10 Percent Owner |
2,500,000 |
2024-12-27 |
|
| 7 |
Blend L Michael |
CEO & Chairman |
2,500,000 |
2024-07-03 |
|
| 8 |
Lone Star Friends Trust |
10 Percent Owner |
1,850,215 |
2024-06-26 |
|
| 9 |
Trasimene Trebia, Lp |
Director |
1,722,235 |
2022-06-08 |
|
| 10 |
Cee Holdings Trust |
10 Percent Owner |
919,555 |
2025-08-26 |
|
| 11 |
Filsinger Paul |
President |
459,399 |
2022-10-17 |
|
| 12 |
Ursini Charles |
President & COO |
367,500 |
2025-07-31 |
|
| 13 |
Prince Jennifer Mindy |
Director |
222,433 |
2024-06-13 |
|
| 14 |
Fowler William Dexter |
Director |
218,433 |
2024-06-13 |
|
| 15 |
Robinson Jennifer Lynn |
Chief Technology Officer |
161,943 |
2024-08-20 |
|
| 16 |
Phillips Christopher Stephen |
10 Percent Owner |
160,000 |
2023-08-03 |
|
| 17 |
Kidambi Tridivesh |
Chief Financial Officer |
119,906 |
2026-01-29 |
|
| 18 |
Civantos John |
Director |
70,613 |
2025-08-04 |
|
| 19 |
Weinrot Daniel J |
General Counsel & Secretary |
69,394 |
2026-01-29 |
|
| 20 |
Coppola Brian |
Chief Ad Operations Officer |
66,229 |
2026-01-29 |
|
Recent Transactions (last 12 months)
| Date |
Name |
Role |
Type |
Shares |
Price |
Value |
| 2026-01-28 |
Sestanovich Elizabeth |
Chief People Officer |
Tax Withholding of RSU |
211 |
$4.18 |
$881.98 |
| 2026-01-28 |
Coppola Brian |
Chief Ad Operations Officer |
Tax Withholding of RSU |
231 |
$4.18 |
$965.58 |
| 2026-01-28 |
Kidambi Tridivesh |
Chief Financial Officer |
Tax Withholding of RSU |
258 |
$4.18 |
$1.08K |
| 2026-01-28 |
Weinrot Daniel J |
General Counsel & Secretary |
Tax Withholding of RSU |
211 |
$4.18 |
$881.98 |
| 2026-01-15 |
Sestanovich Elizabeth |
Chief People Officer |
Tax Withholding of RSU |
377 |
$4.40 |
$1.66K |
| 2026-01-15 |
Coppola Brian |
Chief Ad Operations Officer |
Tax Withholding of RSU |
371 |
$4.40 |
$1.63K |
| 2026-01-15 |
Kidambi Tridivesh |
Chief Financial Officer |
Tax Withholding of RSU |
345 |
$4.40 |
$1.52K |
| 2026-01-15 |
Weinrot Daniel J |
General Counsel & Secretary |
Tax Withholding of RSU |
377 |
$4.40 |
$1.66K |
| 2025-10-28 |
Sestanovich Elizabeth |
Chief People Officer |
Tax Withholding of RSU |
158 |
$6.18 |
$976.44 |
| 2025-10-28 |
Coppola Brian |
Chief Ad Operations Officer |
Tax Withholding of RSU |
235 |
$6.18 |
$1.45K |
| 2025-10-28 |
Kidambi Tridivesh |
Chief Financial Officer |
Tax Withholding of RSU |
263 |
$6.18 |
$1.63K |
| 2025-10-28 |
Weinrot Daniel J |
General Counsel & Secretary |
Tax Withholding of RSU |
214 |
$6.18 |
$1.32K |
| 2025-10-15 |
Sestanovich Elizabeth |
Chief People Officer |
Tax Withholding of RSU |
282 |
$7.94 |
$2.24K |
| 2025-10-15 |
Coppola Brian |
Chief Ad Operations Officer |
Tax Withholding of RSU |
377 |
$7.94 |
$2.99K |
| 2025-10-15 |
Kidambi Tridivesh |
Chief Financial Officer |
Tax Withholding of RSU |
352 |
$7.94 |
$2.79K |
| 2025-10-15 |
Weinrot Daniel J |
General Counsel & Secretary |
Tax Withholding of RSU |
382 |
$7.94 |
$3.03K |
| 2025-08-22 |
Cee Holdings Trust |
10 Percent Owner |
Informative Buy |
11,015 |
$7.32 |
$80.63K |
| 2025-08-21 |
Cee Holdings Trust |
10 Percent Owner |
Informative Buy |
12,584 |
$6.90 |
$86.83K |
| 2025-08-20 |
Cee Holdings Trust |
10 Percent Owner |
Informative Buy |
12,584 |
$6.25 |
$78.65K |
| 2025-08-19 |
Cee Holdings Trust |
10 Percent Owner |
Informative Buy |
6,567 |
$6.32 |
$41.5K |
| 2025-07-31 |
Caswell Ryan R. |
Director |
RSU Award |
15,000 |
- |
- |
| 2025-07-31 |
Martire Frank R |
Director |
RSU Award |
15,000 |
- |
- |
| 2025-07-31 |
Civantos John |
Director |
RSU Award |
15,000 |
- |
- |
| 2025-07-31 |
Horn Caroline |
Director |
RSU Award |
15,000 |
- |
- |
| 2025-07-31 |
Kazerani Moujan |
Director |
RSU Award |
15,000 |
- |
- |
