{"schema_version":"secwatch.filing_event.v1","accession":"0001505155-26-000001","form_type":"8-K","ticker":"UPLD","cik":"0001505155","company_name":"Upland Software, Inc.","filed_at":"2026-02-25T23:59:59+00:00","discovered_at":"2026-05-14T18:02:35.255075+00:00","generated_at":"2026-05-16T00:15:20.143427+00:00","sec_items":["5.02","7.01","9.01"],"event_type":"leadership","sentiment":"neutral","materiality_score":0.7,"calibrated_materiality_score":0.7,"confidence":"high","headline":"Upland Software CEO John McDonald to retire; Sean Nathaniel named successor effective May 1, 2026","bullets":["John T. McDonald retires as CEO effective April 30, 2026; remains Chairman of the Board.","Sean Nathaniel appointed CEO effective May 1, 2026; previously CEO of DryvIQ and former Upland CTO.","Nathaniel receives $600,000 base salary, $400,000 bonus target, 500,000 RSUs, and PRSUs up to 500,000.","McDonald's 250,000 unvested PSUs cancelled; receives 250,000 RSUs and 24 months health benefit.","McDonald's retirement is not due to any disagreement with the Company."],"urls":{"canonical":"https://secwatch.observer/filing/0001505155-26-000001","json":"https://secwatch.observer/filing/0001505155-26-000001.json","markdown":"https://secwatch.observer/filing/0001505155-26-000001.md","text":"https://secwatch.observer/filing/0001505155-26-000001.txt","edgar_index":"https://www.sec.gov/Archives/edgar/data/1505155/000150515526000001/0001505155-26-000001-index.htm","edgar_primary_document":"https://www.sec.gov/Archives/edgar/data/1505155/000150515526000001/upld-20260221.htm"},"model":{"generated_by":"deepseek-v4-flash:cloud@v2","generated_at":"2026-05-16T00:15:20.143427+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"}