System1, Inc. (SST) is a publicly traded company in the Unknown sector. Across all available filings, 30 corporate insiders have executed 295 transactions totaling $67.2M, demonstrating a bearish sentiment with -$58.5M in net insider flow. The most recent transaction on Jan 28, 2026 involved a transaction of 211 shares valued at $882.
No significant insider buying has been recorded for SST in the recent period.
No significant insider selling has been recorded for SST in the recent period.
Based on recent SEC filings, insider sentiment for SST is bearish with an Insider Alignment Score of 6/100 and a net flow of -$58.5M. Insiders are reducing their positions, though this can be driven by factors unrelated to company outlook.
Insider trading at System1, Inc. (SST) refers to stock transactions made by corporate insiders—executives, directors, and beneficial owners holding more than 10% of the company's shares. These individuals have access to material non-public information and are required by law to report their trades to the SEC within two business days. Currently, 30 insiders are actively trading SST stock, having executed 295 transactions in the past 90 days. The most active insider is Trebia, Lp Trasimene (Executive), who has made 5 transactions totaling $108.9M.
Get notified when executives and directors at SST file new Form 4 transactions
Date | Insider | Title | Type | Shares | Price | Value | Flags |
|---|---|---|---|---|---|---|---|
| Jan 28, 2026 | J. Weinrot Daniel | General Counsel & Secretary | Payment | 211 | $4.18 | $882 | |
| Jan 28, 2026 | Coppola Brian | Chief Ad Operations Officer | Payment | 231 | $4.18 | $966 | |
| Jan 28, 2026 | Sestanovich Elizabeth | Chief People Officer | Payment | 211 | $4.18 | $882 | |
| Jan 28, 2026 | Kidambi Tridivesh | Chief Financial Officer | Payment | 258 | $4.18 | $1.1K | C-Suite |
| Jan 15, 2026 | Kidambi Tridivesh | Chief Financial Officer | Payment | 345 | $4.40 | $1.5K | C-Suite |
| Jan 15, 2026 | J. Weinrot Daniel | General Counsel & Secretary | Payment | 377 | $4.40 | $1.7K | |
| Jan 15, 2026 | Coppola Brian | Chief Ad Operations Officer | Payment | 371 | $4.40 | $1.6K | |
| Jan 15, 2026 | Sestanovich Elizabeth | Chief People Officer | Payment | 377 | $4.40 | $1.7K | |
| Oct 28, 2025 | J. Weinrot Daniel | Executive | Payment | 214 | $6.18 | $1.3K | |
| Oct 28, 2025 | Coppola Brian | Executive | Payment | 235 | $6.18 | $1.5K | |
| Oct 28, 2025 | Sestanovich Elizabeth | Executive | Payment | 158 | $6.18 | $976 | |
| Oct 28, 2025 | Kidambi Tridivesh | Executive | Payment | 263 | $6.18 | $1.6K | |
| Oct 15, 2025 | J. Weinrot Daniel | Executive | Payment | 382 | $7.94 | $3.0K | |
| Oct 15, 2025 | Sestanovich Elizabeth | Executive | Payment | 282 | $7.94 | $2.2K | |
| Oct 15, 2025 | Kidambi Tridivesh | Executive | Payment | 352 | $7.94 | $2.8K |
| TYPE | COUNT | VALUE | % |
|---|---|---|---|
Exercise(M) | 3 | $88.9M | 35.3% |
Disposition(D) | 4 | $83.2M | 33.0% |
Sale(S) | 30 | $62.8M | 24.9% |
Payment(F) | 101 | $6.7M | 2.6% |
Exercise (Options)(X) | 1 | $5.8M | 2.3% |
Purchase(P) | 50 | $4.3M | 1.7% |
Award(A) | 82 | $531.0K | 0.2% |
Other(J) | 19 | $0 | 0.0% |
Gift(G) | 3 | $0 | 0.0% |
Conversion(C) | 2 | $0 | 0.0% |
Insider selling pressure at System1, Inc. has increased, with 30 insiders executing 295 transactions across all time. Total sales of $62.8M significantly outpace purchases of $4.3M, resulting in a net outflow of $58.5M. This selling activity appears largely discretionary, which may warrant closer attention from investors.