Wednesday, October 28, 2026
Data from SEC filings, checked daily
Public filings, plainly told
StockCIK 1627475

UPWORK, INC (UPWK): Insider Trades and Fund Holdings

In the past 12 months, UPWORK, INC insiders reported 0 open-market purchases worth $0 and 8 sales worth $1.51M; 1 of the sales were reported as made under a 10b5-1 trading plan.

0Insider buys, 12 months
$0Bought by insiders, 12 months
$1.51MSold by insiders, 12 months
1Tracked funds holding

Recent insider trades

Open-market purchases (code P) and sales (code S) from Form 4. Grants, option exercises and gifts are not shown. Latest filing: Oct 20, 2026.

Recent UPWK insider trades
FiledTradedInsiderRoleTypeSharesPrice ($)ValueHoldingFiling
Oct 20Oct 19Anthony Ray KappusCOOCOO▼ SELL5598.43$5K−0.7%Form 4 ↗
Sep 22Sep 18Anthony Ray KappusCOOCOO▼ SELL45,7328.45$386K−38%Form 4 ↗
Sep 22Sep 18Hayden BrownCEOCEO▼ SELL23,8938.45$202K−2.9%Form 4 ↗
Sep 22Sep 18Erica GessertCFOCFO▼ SELL9,3368.45$79K−2.4%Form 4 ↗
Sep 22Sep 18Sabrina MekhalfaCAOCAO▼ SELL1,2998.45$11K−16%Form 4 ↗
Aug 20Aug 18Hayden BrownCEOCEO▼ SELL10b5-173,2418.43$617K−8.7%Form 4 ↗
Aug 20Aug 18Erica GessertCFOCFO▼ SELL22,8448.43$192K−5.9%Form 4 ↗
Aug 20Aug 18Anthony Ray KappusCOOCOO▼ SELL1,9648.43$17K−21%Form 4 ↗
Source: SEC Form 4 filings, retrieved Oct 28, 2026. How we read filings

Insiders who traded in the past year

InsiderRoleBuysBoughtSellsSoldLatest
Anthony Ray KappusCOO0$03$408KOct 20, 2026
Hayden BrownCEO0$02$819KSep 22, 2026
Erica GessertCFO0$02$271KSep 22, 2026
Sabrina MekhalfaCAO0$01$11KSep 22, 2026
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Tracked funds that report UPWK

From each fund's latest 13F. Holdings are as of quarter end and are filed up to 45 days later.

FundQuarterSharesValue% of portfolioChange
Renaissance TechnologiesQ2 20261,681,020$14.1M0.02%▼ −17.6%
Source: SEC Form 13F-HR filings, retrieved Oct 28, 2026. How we read filings

Reading these numbers

Insiders sell for many reasons: taxes, diversification, a house. Purchases with their own money are rarer and are usually read as more informative. A Form 4 is due within two business days of the trade. How to read a Form 4 →