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AI brief of an SEC Form 8-K · Upwork (UPWK)

Upwork appoints Anthony Kappus as first chief operating officer, effective September 2

Neutral Impact 3 of 5 leadership Written later

Upwork appointed Anthony Kappus, a former Redfin executive, as its first chief operating officer, effective September 2, 2025. The filing also discloses a $500,000 starting base salary and a restricted stock unit award with a $7,250,000 grant value, and shows that Andrew Rabinovich moved to chief technology officer and Jacob McQuown to chief legal officer.

Key points

  • Anthony Kappus starts as chief operating officer on September 2, 2025, with an initial base salary of $500,000 and a 60% target annual bonus
  • Kappus's RSU award is sized at $7,250,000 and vests 25% on September 18, 2026, then 6.25% each quarter
  • Andrew Rabinovich was elevated to chief technology officer while continuing to lead AI and machine learning
  • Jacob McQuown was promoted to chief legal officer; Kappus's severance terms include 12 months of base salary

The filing

CompanyUpwork (UPWK)
Form8-K, current report
Filed with the SECAug 12, 2025, 4:39 PM ET
Accession number0001627475-25-000050

Items reported: 5.02 Director / Officer Change7.01 Regulation FD Disclosure

Read the filing on SEC.gov ↗

Written by AI (Anthropic Claude, claude-haiku-5-5) on Nov 8, 2026, 6:59 AM ET, from the text of the filing and its press-release exhibits only. Written later: this filing was briefed after the fact, when past filings were added to the site, so the brief may be read with hindsight; the filing itself is the record of what was known on August 12, 2025.

Briefs are written by AI from the filing text (each brief's own page names the model) and can contain mistakes — open the filing before acting on anything. Impact (1-5) and tone are the model's reading of the filing for shareholders, not a price forecast. Not investment advice.