{"schema_version":"secwatch.filing_event.v1","accession":"0001628280-25-003663","form_type":"8-K","ticker":"DRCT","cik":"0001880613","company_name":"Direct Digital Holdings, Inc.","filed_at":"2025-02-04T23:59:59+00:00","discovered_at":"2026-05-14T18:03:05.465422+00:00","generated_at":"2026-05-27T03:38:34.646307+00:00","sec_items":["3.02","9.01"],"event_type":"other_material","sentiment":"neutral","materiality_score":0.4,"calibrated_materiality_score":0.4,"confidence":"high","headline":"Direct Digital Holdings sells 389,351 shares (~5%+) to New Circle for $503K in unregistered transaction","bullets":["Sold 389,351 shares of Class A common stock to New Circle Principle Investments LLC for $503,394 cash (after $20,975 discount).","Sales occurred Jan 7–29, 2025, exceeding 5% of outstanding shares as of Jan 7, 2025.","Issued under previously disclosed Equity Reserve Facility (Share Purchase Agreement) relying on Section 4(a)(2) exemption.","New Circle represented as an accredited investor under Rule 501(a) of Regulation D."],"urls":{"canonical":"https://secwatch.observer/filing/0001628280-25-003663","json":"https://secwatch.observer/filing/0001628280-25-003663.json","markdown":"https://secwatch.observer/filing/0001628280-25-003663.md","text":"https://secwatch.observer/filing/0001628280-25-003663.txt","edgar_index":"https://www.sec.gov/Archives/edgar/data/1880613/000162828025003663/0001628280-25-003663-index.htm","edgar_primary_document":"https://www.sec.gov/Archives/edgar/data/1880613/000162828025003663/drct-20250129.htm"},"model":{"generated_by":"deepseek-v4-flash:cloud@v2","generated_at":"2026-05-27T03:38:34.646307+00:00"},"review":{"review_status":"machine_generated","human_reviewed":false,"corrected":false,"correction_note":null,"correction_timestamp":null,"superseded_by":null,"related_filings":[]},"source_grounded_claims":[],"license":"Source filings: public domain (SEC EDGAR). Summaries (headline + bullets): CC-BY-4.0; attribute https://secwatch.observer"}