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System1 (SST) SEC Filings, Aug-Oct 2025

SST NYSE

System1, Inc. filings document the company’s operating results, supplemental financial information and material corporate events as a public customer acquisition marketing platform. Recent Form 8-K disclosures include quarterly and annual financial-result releases, Regulation FD exhibits, investor presentations, and reconciliations for non-GAAP measures such as adjusted gross profit and adjusted EBITDA.

The filing record also covers governance and capital-structure matters, including director changes, ownership-related transactions involving Class A common stock, and NYSE continued-listing compliance disclosures. These filings provide formal records of System1’s reported financial performance, board composition, securities matters and exchange-status communications.

Rhea-AI Summary

System1, Inc. (SST) filed a Form 4 reporting an automatic share withholding tied to equity compensation. On 10/15/2025, Chief Ad Operations Officer Brian Coppola had 377 shares of Class A common stock withheld at $7.94 per share (code F) to cover taxes upon the vesting of 754 RSUs.

Following the transaction, Coppola beneficially owned 67,066 shares in total, which includes 44,708 unvested RSUs. The filing reflects a non‑open market, tax‑withholding event rather than a discretionary purchase or sale.

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1.32%
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insider
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Rhea-AI Summary

System1, Inc. (SST) reported insider activity by its Chief Financial Officer, Tridivesh Kidambi. A Form 4 shows an F-coded transaction on 10/15/2025 where 352 shares of Class A common stock were withheld at $7.94 per share to satisfy tax obligations tied to the vesting of 837 RSUs.

Following this event, the reporting person beneficially owns 120,772 shares. This figure includes 55,439 unvested RSUs as noted in the footnotes.

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1.32%
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Rhea-AI Summary

System1, Inc. (SST) reported an insider transaction by Chief People Officer Elizabeth Sestanovich. On 10/15/2025, 282 shares of Class A Common Stock were withheld at $7.94 per share to satisfy tax obligations upon the vesting of 670 RSUs, coded “F” (tax withholding).

Following the transaction, she beneficially owned 60,035 shares directly. This figure includes 44,100 unvested RSUs, as noted in the footnotes.

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1.32%
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insider
Rhea-AI Summary

System1, Inc. (SST) reported an insider equity transaction by its General Counsel & Secretary, Daniel J. Weinrot. On 10/15/2025, 670 restricted stock units vested, and the company withheld 382 shares at $7.94 under code F to cover tax withholding.

Following the transaction, the reporting person beneficially owned 70,196 shares. This figure includes 56,600 unvested RSUs, reflecting both vested holdings and remaining unvested awards.

Rhea-AI Impact
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1.32%
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insider
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Rhea-AI Summary

CEE Holdings Trust, a reporting person identified as a director of System1, Inc. (SST), purchased 11,015 shares of Class A common stock on 08/22/2025 at a weighted-average price of $7.32 per share. After the transaction the trust beneficially owned 919,555 shares. The filing states the purchase occurred in multiple trades at prices ranging from $6.79 to $7.50, and the trustee who signed the Form 4 is Brittany Gale of Jackson Hole Trust Company. This disclosure reports an insider acquisition by a director and provides the mandatory details required under Section 16.

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4.40%
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Rhea-AI Summary

System1, Inc. (SST) director CEE Holdings Trust, via Jackson Hole Trust Company, reported three open-market purchases of Class A common stock on 08/19/2025, 08/20/2025 and 08/21/2025. The filings show 6,567 shares purchased at a weighted average $6.32 on 08/19/2025, 12,584 shares at $6.25 on 08/20/2025, and 12,584 shares at $6.90 on 08/21/2025. After these transactions the reporting person beneficially owned 908,540 Class A shares, reflecting post-transaction totals that account for a 1-for-10 reverse stock split completed June 11, 2025. Footnotes note the reported prices are weighted averages across multiple trades.

Rhea-AI Impact
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11.44%
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insider
Form 8-K
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-7.64%
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current report
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Form 10-Q
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-7.64%
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quarterly report
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Form 8-K
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-7.64%
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current report
Form 4
Rhea-AI Impact
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-3.50%
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insider

FAQ

How many System1 (SST) SEC filings are available on StockTitan?

StockTitan tracks 74 SEC filings for System1 (SST), including 10-K annual reports, 10-Q quarterly reports, 8-K current reports, and Form 4 insider trading disclosures. Each filing includes AI-generated summaries, impact scoring, and sentiment analysis.

When was the most recent SEC filing for System1 (SST)?

The most recent SEC filing for System1 (SST) was filed on October 17, 2025.