Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of System1, Inc. (SST) since 2022 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of System1, Inc.. Table 2 shows the detailed insider transactions. This company's CIK number is 1805833.
Total stock buying since 2022: $2,955,440.
Total stock sales since 2022: $55,856,931.
Total stock option exercises since 2022: $88,933,340.
| Insider Buying | Insider Sales | Option Exercises | ||||
|---|---|---|---|---|---|---|
| Year | Shares | Value | Shares | Value | Shares | Value |
| 2025 | 67,750 | $385,599 | 0 | $0 | 0 | $0 |
| 2024 | 561,038 | $771,454 | 5,500,000 | $8,250,000 | 0 | $0 |
| 2023 | 880,000 | $1,249,600 | 110,000 | $203,500 | 0 | $0 |
| 2022 | 113,361 | $548,787 | 3,831,812 | $47,403,431 | 7,733,334 | $88,933,340 |
| Trading Period | Insider Buying | Insider Sales | Option Exercises | |||
|---|---|---|---|---|---|---|
| year-month | Shares | Value | Shares | Value | Shares | Value |
| 2025-08 | 42,750 | $287,611 | 0 | $0 | 0 | $0 |
| 2025-06 | 25,000 | $97,988 | 0 | $0 | 0 | $0 |
| 2024-09 | 48,428 | $59,222 | 0 | $0 | 0 | $0 |
| 2024-08 | 94,532 | $112,802 | 0 | $0 | 0 | $0 |
| 2024-07 | 263,550 | $378,635 | 0 | $0 | 0 | $0 |
| 2024-06 | 142,915 | $204,306 | 5,500,000 | $8,250,000 | 0 | $0 |
| 2024-03 | 11,613 | $16,489 | 0 | $0 | 0 | $0 |
| 2023-12 | 880,000 | $1,249,600 | 0 | $0 | 0 | $0 |
| 2023-09 | 0 | $0 | 110,000 | $203,500 | 0 | $0 |
| 2022-12 | 2,146 | $10,408 | 0 | $0 | 0 | $0 |
| 2022-11 | 111,215 | $538,379 | 0 | $0 | 0 | $0 |
| 2022-09 | 0 | $0 | 1,552,689 | $15,907,211 | 0 | $0 |
| 2022-08 | 0 | $0 | 262,453 | $2,865,502 | 0 | $0 |
| 2022-05 | 0 | $0 | 411,738 | $4,635,773 | 0 | $0 |
| 2022-04 | 0 | $0 | 1,604,932 | $23,994,945 | 7,733,334 | $88,933,340 |
| Trade Date | Insider Name | Trade Type | Shares | Price ($) | Value ($) |
|---|---|---|---|---|---|
| 2025-08-22 | Cee Holdings Trust (10% Owner) | Buy | 11,015 | 7.32 | 80,629 |
| 2025-08-21 | Cee Holdings Trust (10% Owner) | Buy | 12,584 | 6.90 | 86,829 |
| 2025-08-20 | Cee Holdings Trust (10% Owner) | Buy | 12,584 | 6.25 | 78,650 |
| 2025-08-19 | Cee Holdings Trust (10% Owner) | Buy | 6,567 | 6.32 | 41,503 |
| 2025-06-13 | Civantos John (Director) | Buy | 6,158 | 4.01 | 24,693 |
| 2025-06-12 | Civantos John (Director) | Buy | 18,842 | 3.89 | 73,295 |
| 2024-09-16 | Cee Holdings Trust (10% Owner) | Buy | 8,412 | 1.24 | 10,430 |
| 2024-09-12 | Cee Holdings Trust (10% Owner) | Buy | 3,372 | 1.24 | 4,181 |
| 2024-09-11 | Cee Holdings Trust (10% Owner) | Buy | 4,034 | 1.20 | 4,840 |
| 2024-09-10 | Cee Holdings Trust (10% Owner) | Buy | 4,407 | 1.19 | 5,244 |
| 2024-09-09 | Cee Holdings Trust (10% Owner) | Buy | 2,196 | 1.19 | 2,613 |
| 2024-09-06 | Cee Holdings Trust (10% Owner) | Buy | 11,507 | 1.22 | 14,038 |
| 2024-09-05 | Cee Holdings Trust (10% Owner) | Buy | 4,352 | 1.22 | 5,309 |
| 2024-09-04 | Cee Holdings Trust (10% Owner) | Buy | 8,547 | 1.24 | 10,598 |
| 2024-09-03 | Cee Holdings Trust (10% Owner) | Buy | 1,601 | 1.23 | 1,969 |
| 2024-08-30 | Cee Holdings Trust (10% Owner) | Buy | 15,205 | 1.24 | 18,854 |
| 2024-08-23 | Cee Holdings Trust (10% Owner) | Buy | 37,477 | 1.21 | 45,347 |
| 2024-08-21 | Cee Holdings Trust (10% Owner) | Buy | 8,896 | 1.24 | 11,031 |
| 2024-08-20 | Cee Holdings Trust (10% Owner) | Buy | 1,500 | 1.25 | 1,875 |
| 2024-08-16 | Cee Holdings Trust (10% Owner) | Buy | 11,963 | 1.23 | 14,714 |
| 2024-08-15 | Cee Holdings Trust (10% Owner) | Buy | 14,142 | 1.08 | 15,273 |
| 2024-08-14 | Cee Holdings Trust (10% Owner) | Buy | 4,384 | 1.06 | 4,647 |
| 2024-08-13 | Cee Holdings Trust (10% Owner) | Buy | 965 | 1.10 | 1,061 |
| 2024-07-11 | Cee Holdings Trust (10% Owner) | Buy | 6,749 | 1.45 | 9,786 |
| 2024-07-10 | Cee Holdings Trust (10% Owner) | Buy | 67,186 | 1.43 | 96,075 |
| 2024-07-09 | Cee Holdings Trust (10% Owner) | Buy | 45,616 | 1.45 | 66,143 |
| 2024-07-05 | Cee Holdings Trust (10% Owner) | Buy | 2,355 | 1.45 | 3,414 |
| 2024-07-03 | Cee Holdings Trust (10% Owner) | Buy | 248 | 1.45 | 359 |
| 2024-07-02 | Cee Holdings Trust (10% Owner) | Buy | 75,106 | 1.43 | 107,401 |
| 2024-07-01 | Cee Holdings Trust (10% Owner) | Buy | 66,290 | 1.44 | 95,457 |
| 2024-06-28 | Cee Holdings Trust (10% Owner) | Buy | 23,136 | 1.45 | 33,547 |
| 2024-06-27 | Cee Holdings Trust (10% Owner) | Buy | 50,154 | 1.40 | 70,215 |
| 2024-06-26 | Cee Holdings Trust (10% Owner) | Buy | 43,307 | 1.45 | 62,795 |
| 2024-06-25 | Cee Holdings Trust (10% Owner) | Buy | 18,305 | 1.43 | 26,176 |
| 2024-06-24 | Cee Holdings Trust (10% Owner) | Buy | 1,200 | 1.45 | 1,740 |
| 2024-06-21 | Cee Holdings Trust (10% Owner) | Buy | 4,431 | 1.44 | 6,380 |
| 2024-06-20 | Cee Holdings Trust (10% Owner) | Buy | 2,382 | 1.45 | 3,453 |
| 2024-06-17 | Blend Stanley (10% Owner) | Sale | 4,775,000 | 1.50 | 7,162,500 |
| 2024-06-17 | Blend L Michael (CEO & Chairman) | Sale | 725,000 | 1.50 | 1,087,500 |
| 2024-03-19 | Blend Stanley (10% Owner) | Buy | 245 | 1.42 | 347 |
| 2024-03-15 | Blend Stanley (10% Owner) | Buy | 11,368 | 1.42 | 16,142 |
| 2023-12-15 | Lone Star Friends Trust (10% Owner) | Buy | 880,000 | 1.42 | 1,249,600 |
| 2023-09-06 | Cannae Holdings, Llc (10% Owner) | Sale | 110,000 | 1.85 | 203,500 |
| 2022-12-07 | Blend Stanley | Buy | 2,146 | 4.85 | 10,408 |
| 2022-11-29 | Blend Stanley | Buy | 20,273 | 5.05 | 102,378 |
| 2022-11-25 | Blend Stanley | Buy | 5,000 | 5.01 | 25,050 |
| 2022-11-22 | Blend Stanley | Buy | 11,804 | 4.99 | 58,901 |
| 2022-11-21 | Blend Stanley | Buy | 27,660 | 5.00 | 138,300 |
| 2022-11-16 | Blend Stanley | Buy | 9,258 | 4.99 | 46,197 |
| 2022-11-15 | Blend Stanley | Buy | 12,078 | 4.78 | 57,732 |
| 2022-11-14 | Blend Stanley | Buy | 9,200 | 4.33 | 39,836 |
| 2022-11-14 | Kidambi Tridivesh (Chief Financial Officer) | Buy | 15,942 | 4.39 | 69,985 |
| 2022-09-09 | Just Develop It Ltd | Sale | 1,296,200 | 10.00 | 12,962,000 |
| 2022-09-07 | Just Develop It Ltd | Sale | 23,842 | 11.61 | 276,805 |
| 2022-09-02 | Just Develop It Ltd | Sale | 165,400 | 11.49 | 1,900,446 |
| 2022-09-01 | Just Develop It Ltd | Sale | 67,247 | 11.42 | 767,960 |
| 2022-08-31 | Just Develop It Ltd | Sale | 21,087 | 11.25 | 237,228 |
| 2022-08-26 | Just Develop It Ltd | Sale | 80,584 | 11.12 | 896,094 |
| 2022-08-25 | Just Develop It Ltd | Sale | 38,533 | 11.02 | 424,633 |
| 2022-08-24 | Just Develop It Ltd | Sale | 52,749 | 11.04 | 582,348 |
| 2022-08-19 | Just Develop It Ltd | Sale | 19,500 | 11.04 | 215,299 |
| 2022-08-16 | Cannae Holdings, Llc | Sale | 50,000 | 10.20 | 509,900 |
| 2022-05-23 | Cannae Holdings, Llc | Sale | 16,165 | 10.64 | 172,060 |
| 2022-05-20 | Cannae Holdings, Llc | Sale | 200,000 | 10.55 | 2,110,400 |
| 2022-05-19 | Cannae Holdings, Llc | Sale | 22,079 | 11.01 | 243,045 |
| 2022-05-18 | Cannae Holdings, Llc | Sale | 10,602 | 11.32 | 119,982 |
| 2022-05-17 | Cannae Holdings, Llc | Sale | 50,000 | 11.04 | 552,050 |
| 2022-05-03 | Cannae Holdings, Llc | Sale | 28,255 | 12.58 | 355,391 |
| 2022-05-02 | Cannae Holdings, Llc | Sale | 84,637 | 12.79 | 1,082,845 |
| 2022-04-29 | Cannae Holdings, Llc | Sale | 350,000 | 13.23 | 4,629,450 |
| 2022-04-28 | Cannae Holdings, Llc | Sale | 40,000 | 14.43 | 577,160 |
| 2022-04-27 | Cannae Holdings, Llc | Sale | 150,000 | 13.82 | 2,073,000 |
| 2022-04-22 | Cannae Holdings, Llc | Sale | 50,929 | 14.02 | 713,973 |
| 2022-04-20 | Cannae Holdings, Llc | Sale | 165,280 | 14.03 | 2,319,208 |
| 2022-04-19 | Blend Stanley (10% Owner) | Sale | 285,459 | 20.14 | 5,749,144 |
| 2022-04-19 | Jdi & Afh Ltd (10% Owner) | Option Ex | 500,000 | 11.50 | 5,750,000 |
| 2022-04-19 | Martire Frank Iii | Option Ex | 2,499,167 | 11.50 | 28,740,420 |
| 2022-04-19 | Cannae Holdings, Llc | Sale | 563,264 | 14.08 | 7,933,010 |
| 2022-04-19 | Foley William P Ii | Option Ex | 4,734,167 | 11.50 | 54,442,920 |
Insider trading activities including stock purchases, stock sales, and option exercises of SST listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of System1, Inc. (symbol SST, CIK number 1805833) see the Securities and Exchange Commission (SEC) website.