secwatch.observer — SEC 8-K summary ====================================== Issuer: System1, Inc. (SST) CIK: 0001805833 Form: 8-K Filed at: 2026-06-01T13:00:19+00:00 Accession: 0001805833-26-000030 Event type: debt Sentiment: positive Materiality: 0.80 Item codes: 1.01, 2.03, 3.02, 7.01, 9.01 LLM model: deepseek-v4-flash:cloud@v2 System1 exchanges $302.6M debt for $150M term loan, $39.3M preferred stock, and cash -------------------------------------------------------------------------------- - New $150M term loan maturing 2031 replaces existing $252.6M term loan and $50M revolver. - Issues convertible preferred stock with $39.3M aggregate stated value, convertible at $10.40/share, ~27.4% of common equity on as-converted basis. - One-time cash payment of ~$31.4M to lenders; all outstanding disputes settled. - Transaction requires shareholder approval for preferred stock; expected close in Q3 2026. - Management cites debt reduction of over $160M from beginning of 2026 and extended maturity to 2031. Source: EDGAR index: https://www.sec.gov/Archives/edgar/data/1805833/000180583326000030/0001805833-26-000030-index.htm Primary doc: https://www.sec.gov/Archives/edgar/data/1805833/000180583326000030/sst-20260529.htm HTML page: https://secwatch.observer/filing/0001805833-26-000030 License: Source filings: public domain (SEC EDGAR). Summaries (headline + bullets): CC-BY-4.0; attribute https://secwatch.observer