A Form 4 is filed within two business days of a company insider — an officer, a director, or a holder of more than ten percent of the stock — changing their position in the shares. All 9 filings in this group are Form 4s for System1, Inc.
The difficulty with reading these filings as a group is that a single form type covers transactions that mean entirely different things. An executive spending their own money to buy stock and an executive having shares withheld to pay tax on a vesting grant both appear as a Form 4. Every filing below is therefore tagged with the nature of the underlying transaction, taken from the transaction code reported on the form itself.
Across the 9 insider filings shown, the breakdown is 7 tax withholding, 1 compensation award and 1 open-market purchase. 1 of them involved a discretionary open-market trade; the rest are compensation and administrative mechanics.
Form 4
Tax withholding
Tax / Compensation Filing
2026-07-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Sestanovich Elizabeth (Chief People Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
7,058 |
$2.60 |
$18.4K |
Filing: Form 4 (Insider Transaction)
Insider: Sestanovich Elizabeth (Chief People Officer)
Shares: 7,058
Form 4
Tax withholding
Tax / Compensation Filing
2026-07-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Coppola Brian (Chief Ad Operations Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
6,124 |
$2.60 |
$15.9K |
Filing: Form 4 (Insider Transaction)
Insider: Coppola Brian (Chief Ad Operations Officer)
Shares: 6,124
Form 4
Tax withholding
Tax / Compensation Filing
2026-07-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Kidambi Tridivesh (Chief Financial Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
6,022 |
$2.60 |
$15.7K |
Filing: Form 4 (Insider Transaction)
Insider: Kidambi Tridivesh (Chief Financial Officer)
Shares: 6,022
Form 4
Tax withholding
Tax / Compensation Filing
2026-07-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Weinrot Daniel J (General Counsel & Secretary) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
9,156 |
$2.60 |
$23.8K |
Filing: Form 4 (Insider Transaction)
Insider: Weinrot Daniel J (General Counsel & Secretary)
Shares: 9,156
Form 4
Compensation award
Tax / Compensation Filing
2026-06-02
SST insider Form 4 filed for equity award, exercise, or tax withholding
Kidambi Tridivesh (Chief Financial Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
A |
Compensation award
|
35,300 |
— |
— |
Filing: Form 4 (Insider Transaction)
Insider: Kidambi Tridivesh (Chief Financial Officer)
Shares: 35,300
Form 4
Open-market purchase
Insider Buying
2026-04-17
SST insider Kidambi Tridivesh (Chief Financial Officer) bought 26,910 shares (~$80.7K)
Kidambi Tridivesh, listed as Chief Financial Officer at System1, Inc., reported an open-market purchase of 26,910 SST shares in a Form 4 filing. Insider buying is often treated as a bullish signal because company insiders are committing their own capital.
The insider bought shares on the open market with their own money. This is the only Form 4 category that requires a discretionary cash outlay at the prevailing price.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
P |
Open-market purchase
|
26,910 |
$3.00 |
$80.7K |
F |
Tax withholding on vested shares
|
301 |
$2.26 |
$680.26 |
Filing: Form 4 (Insider Transaction)
Insider: Kidambi Tridivesh (Chief Financial Officer)
Shares: 26,910
Est. Value: $80.7K
Form 4
Tax withholding
Tax / Compensation Filing
2026-04-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Sestanovich Elizabeth (Chief People Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
341 |
$2.26 |
$770.66 |
Filing: Form 4 (Insider Transaction)
Insider: Sestanovich Elizabeth (Chief People Officer)
Shares: 341
Form 4
Tax withholding
Tax / Compensation Filing
2026-04-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Coppola Brian (Chief Ad Operations Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
331 |
$2.26 |
$748.06 |
Filing: Form 4 (Insider Transaction)
Insider: Coppola Brian (Chief Ad Operations Officer)
Shares: 331
Form 4
Tax withholding
Tax / Compensation Filing
2026-04-17
SST insider Form 4 filed for equity award, exercise, or tax withholding
Weinrot Daniel J (General Counsel & Secretary) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Transactions reported on this filing
| Code |
Nature |
Shares |
Price |
Value |
F |
Tax withholding on vested shares
|
341 |
$2.26 |
$770.66 |
Filing: Form 4 (Insider Transaction)
Insider: Weinrot Daniel J (General Counsel & Secretary)
Shares: 341