System1 WTS (SSTPW) Form 4 Filings

System1, Inc. executive Brian Coppola, Chief Ad Operations Officer, reported a tax-withholding disposition of 6,124 shares of Class A Common Stock at $2.60 per share. The shares were withheld upon the vesting of 13,954 RSUs. After this event, he holds 59,774 shares directly, including 28,308 unvested RSUs.

System1, Inc. Chief Financial Officer Kidambi Tridivesh reported a tax-withholding disposition of 6,022 shares of Class A Common Stock on July 15, 2026, at $2.60 per share. The company withheld these shares to cover taxes on the vesting of 17,338 RSUs. After this event, Tridivesh directly holds 175,793 shares, including 35,176 unvested RSUs.

System1, Inc. reported an insider equity event for General Counsel & Secretary Daniel J. Weinrot. Upon vesting of 17,995 restricted stock units (RSUs), the company withheld 9,156 shares of Class A Common Stock at $2.60 per share to satisfy his tax withholding obligation.

After this non-market tax-withholding disposition, Weinrot directly holds 59,897 shares of Class A Common Stock, which includes 36,515 unvested RSUs. No open-market purchase or sale of shares occurred as part of this transaction.

Kidambi Tridivesh reported acquisition or exercise transactions in this Form 4 filing.

System1, Inc. reported that Chief Financial Officer Tridivesh Kidambi received a grant of 35,300 restricted stock units, each equal to one share of Class A Common Stock. The award was fully vested on the grant date, increasing his direct holdings to 181,815 shares. This total includes 52,514 unvested RSUs that remain subject to vesting conditions.

System1, Inc. Chief Financial Officer Kidambi Tridivesh purchased 26,910 shares of Class A Common Stock at $3.00 per share. The shares were bought in a privately negotiated, arm’s length transaction from another existing holder, rather than through the stock exchange.

Separately, upon vesting of 838 restricted stock units, the company withheld 301 shares at $2.26 per share to satisfy his tax withholding obligation, which is a routine non-market disposition. After these transactions, he directly holds 146,515 shares, including 52,514 unvested RSUs.

System1, Inc. Chief People Officer Elizabeth Sestanovich reported a routine tax-related share disposition tied to restricted stock units. When 670 RSUs vested, the company withheld 341 shares of Class A Common Stock at $2.26 per share to cover tax obligations, rather than selling shares on the open market.

After this withholding, Sestanovich directly holds 58,948 shares of Class A Common Stock, including 42,010 unvested RSUs. This event reflects standard equity compensation and tax withholding mechanics, not a discretionary buy or sell decision.

System1, Inc. Chief Ad Operations Officer Brian Coppola reported a routine tax-related share disposition linked to restricted stock vesting. When 754 restricted stock units vested, the company withheld 331 shares of Class A Common Stock, valued at $2.26 per share, to satisfy tax withholding obligations. Following this non-market transaction, Coppola directly holds 65,898 shares of Class A Common Stock, and his position also includes 42,262 unvested RSUs.

System1, Inc. General Counsel & Secretary Daniel J. Weinrot reported a routine tax-related share disposition. When 670 restricted stock units (RSUs) vested, the company withheld 341 shares of Class A Common Stock at $2.26 per share to cover his tax withholding obligation.

After this non-market transaction, Weinrot directly holds 69,053 shares of Class A Common Stock, which include 54,510 unvested RSUs. The filing reflects compensation-related equity vesting rather than an open-market purchase or sale.

System1, Inc. Chief Financial Officer Form 4 filing shows a routine share withholding tied to equity compensation. On 01/28/2026, 258 shares of Class A Common Stock were withheld at $4.18 per share to cover taxes on the vesting of 625 restricted stock units.

After this transaction, the CFO beneficially owns 119,906 shares of Class A Common Stock, which includes 53,352 unvested RSUs. This reflects standard tax settlement mechanics rather than an open‑market sale.

System1, Inc. reported an insider transaction by Chief People Officer Elizabeth Sestanovich. When 375 previously granted restricted stock units vested, the company withheld 211 shares of Class A Common Stock at $4.18 per share to cover her tax withholding obligation. After this tax-related share withholding, she beneficially owns 59,289 shares, which include 42,680 unvested RSUs.

System1, Inc. Chief Ad Operations Officer Brian Coppola reported a small share withholding tied to restricted stock units. On 01/28/2026, 231 shares of Class A common stock were withheld at $4.18 per share to cover taxes upon vesting of 469 RSUs. After this, he beneficially owned 66,229 shares, including 43,016 unvested RSUs, all held directly.

System1, Inc. officer Daniel J. Weinrot, General Counsel & Secretary, reported an automatic share withholding tied to equity compensation. On January 28, 2026, upon vesting of 375 restricted stock units (RSUs), the company withheld 211 shares of Class A common stock at $4.18 per share to cover tax obligations.

After this tax withholding, Weinrot beneficially owned 69,394 shares of Class A common stock in total, which the disclosure states includes 55,180 unvested RSUs. The filing characterizes the transaction with code F, indicating shares withheld for taxes rather than an open‑market sale.

System1, Inc. reported an insider equity transaction by its Chief Financial Officer, Tridivesh Kidambi. On 01/15/2026, 837 previously granted restricted stock units (RSUs) vested, and the company withheld 345 shares of Class A common stock at a price of $4.40 per share to cover the CFO's tax withholding obligation related to this vesting. This withholding is coded as an "F" transaction, indicating a tax-related share disposition rather than an open-market trade.

After this event, the CFO beneficially owned 120,164 shares of System1 Class A common stock on a direct basis, which includes 53,977 unvested RSUs that remain subject to future vesting conditions.

System1, Inc.'s Chief People Officer Elizabeth Sestanovich reported an automatic share withholding tied to restricted stock vesting. On 01/15/2026, 670 previously granted restricted stock units vested, and the company withheld 377 shares of Class A common stock at $4.40 per share to cover her tax withholding obligation rather than conducting an open-market sale. After this transaction, she beneficially owned 59,500 shares of Class A common stock, which includes 43,055 unvested restricted stock units. This reflects routine equity award administration rather than a discretionary stock sale.

System1, Inc. reported an insider equity transaction by Chief Ad Operations Officer Brian Coppola. On 01/15/2026, 371 shares of Class A Common Stock were withheld at $4.40 per share to satisfy tax withholding obligations triggered by the vesting of 754 previously granted restricted stock units (RSUs). This was reported as a code "F" transaction, indicating a tax-related withholding rather than an open-market sale.

After this transaction, Coppola beneficially owned 66,460 shares of System1 Class A Common Stock, which includes 43,485 unvested RSUs. The filing reflects routine equity compensation and associated tax withholding for a company officer.

System1, Inc. officer Daniel J. Weinrot, General Counsel & Secretary, reported a tax-related share withholding tied to restricted stock unit (RSU) vesting. On January 15, 2026, 377 shares of Class A common stock were withheld by the company at a price of $4.40 per share to cover his tax obligation when 670 RSUs vested. After this transaction, he beneficially owns 69,605 shares of Class A common stock, which includes 55,555 unvested RSUs. The filing is made as a Form 4 for a single reporting person.