Summary
Updated Aug 31, 2026
Anthony Ray Kappus is GM & Chief Operating Officer of UPWORK, INC (UPWK). 6 SEC Form 4 filings on record going back to 2024, most recently on 20 August 2026. Most recent open-market trade: sold $17K of UPWK on 20 August 2026. Lifetime open-market sales: $109K.
Recent Transactions
16Every recent SEC Form 4 transaction Anthony Ray Kappus has reported, most recent first.
Trading Pattern
InsiderAlpha's records for Anthony Ray Kappus go back to 2024: 6 primary Form 4 filings, an average of 2.0 per year. 13 recorded transactions carry a Rule 10b5-1 flag, meaning they were pre-scheduled under a written trading plan rather than discretionary.
Other Insiders Active in the Same Stocks
Insiders who reported open-market trades in the last 12 months at the companies Anthony Ray Kappus files at. Multiple unrelated insiders buying the same stock within a short window, cluster buying, has historically been one of the strongest Form 4 signals.
- Hayden Brown - $13.33M of UPWK open-market activity in the last 12 months
- Erica Gessert - $1.41M of UPWK open-market activity in the last 12 months
- Dave Bottoms - $1.15M of UPWK open-market activity in the last 12 months
- Gary Steele - $219K of UPWK open-market activity in the last 12 months
- Sabrina Mekhalfa - $29K of UPWK open-market activity in the last 12 months
More Notable Insiders
Other corporate insiders with significant SEC Form 4 track records on InsiderAlpha:
Frequently Asked Questions
Who is Anthony Ray Kappus?
Anthony Ray Kappus is a corporate insider, tracked as GM & Chief Operating Officer of UPWORK, INC (UPWK). InsiderAlpha holds 6 primary Form 4 filings for them, the earliest from 2024, updated as new SEC EDGAR filings are processed.
How many SEC Form 4 filings has Anthony Ray Kappus submitted recently?
2 primary Form 4 filings in the last 90 days, covering 1 company.
Has Anthony Ray Kappus been buying or selling stock?
Recorded transactions: 0 open-market purchases and 4 open-market sales ($109K) across all tracked filings.
Where can I see all of Anthony Ray Kappus's SEC filings?
All Form 4 filings, transaction values, and 10b5-1 plan flags are listed on this page and updated in real time as new SEC EDGAR filings are processed.
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