UPWORK (UPWK) stock: insider trades, news & valuation
Heavy sellingShare price and insider trades
UPWORK insider trading at a glance (Oct 9, 2026): in the past 12 months, 0 insiders bought $0 and 6 sold $15.8M of UPWK stock on the open market.
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UPWK insider buying and selling by quarter
Open-market purchases (green, above the line) and sales (red, below), by trade date.
| Quarter | Bought | Purchases | Sold | Sales |
|---|---|---|---|---|
| Q4 2026 | — | 0 | — | 0 |
| Q3 2026 | — | 0 | $1.5M | 9 |
| Q2 2026 | — | 0 | $1.1M | 7 |
| Q1 2026 | — | 0 | $3.2M | 10 |
| Q4 2025 | — | 0 | $10.0M | 17 |
Valuation, profit and volume
Summary
Over the past 12 months, 0 UPWORK, INC insiders reported open-market purchases totaling $0, while 6 insiders reported sales totaling $15.8M. 16 of 43 recorded sales were made under pre-scheduled Rule 10b5-1 trading plans, which are usually less informative than discretionary sales.
Insider transactions
Open-market purchases and sales.
| Filed | Insider | Type | Shares | Price | Value | Since | Score |
|---|---|---|---|---|---|---|---|
| Sep 22SEC | Anthony Ray KappusCOO | Sell | 45,73276,342 held (−37%) | $8.45 | $386K | +1.8% | — |
| Sep 22SEC | Hayden BrownCEO, President | Sell | 23,893793,593 held (−3%) | $8.45 | $202K | +1.8% | — |
| Sep 22SEC | Erica GessertCFO | Sell | 9,336373,586 held (−2%) | $8.45 | $79K | +1.8% | — |
| Sep 22SEC | Sabrina MekhalfaChief Accounting Officer | Sell | 1,2996,675 held (−16%) | $8.45 | $11K | +1.8% | — |
| Aug 20SEC | Hayden BrownCEO, President | Sell Plan | 50,000771,076 held (−6%) | $8.43 | $422K | +2.0% | — |
| Aug 20SEC | Hayden BrownCEO, President | Sell Plan | 23,241821,076 held (−3%) | $8.43 | $196K | +2.0% | — |
| Aug 20SEC | Erica GessertCFO | Sell | 22,844364,789 held (−6%) | $8.43 | $193K | +2.0% | — |
| Aug 20SEC | Anthony Ray KappusCOO | Sell | 1,9647,214 held (−21%) | $8.43 | $17K | +2.0% | — |
| Jul 21SEC | Anthony Ray KappusCOO | Sell | 5584,063 held (−12%) | $9.06 | $5K | -5.1% | — |
| Jun 23SEC | Hayden BrownCEO, President | Sell | 23,468797,495 held (−3%) | $8.15 | $191K | +5.5% | — |
| Jun 23SEC | Erica GessertCFO | Sell | 9,169341,609 held (−3%) | $8.15 | $75K | +5.5% | — |
| Jun 23SEC | Sabrina MekhalfaChief Accounting Officer | Sell | 1,2764,396 held (−22%) | $8.15 | $10K | +5.5% | — |
| May 20SEC | Hayden BrownCEO, President | Sell Plan | 50,000774,552 held (−6%) | $8.57 | $428K | +0.4% | — |
| May 20SEC | Hayden BrownCEO, President | Sell Plan | 22,546824,552 held (−3%) | $8.66 | $195K | -0.7% | — |
| May 20SEC | Erica GessertCFO | Sell | 22,162332,646 held (−6%) | $8.66 | $192K | -0.7% | — |
| May 20SEC | Anthony Ray KappusCOO | Sell | 1,9053,209 held (−37%) | $8.66 | $16K | -0.7% | — |
| Mar 20SEC | Hayden BrownCEO, President | Sell | 23,745798,732 held (−3%) | $12.31 | $292K | -30.1% | — |
| Mar 20SEC | Dave BottomsGm, Marketplace | Sell Plan | 11,5759,678 held (−54%) | $12.31 | $142K | -30.1% | — |
| Mar 20SEC | Erica GessertCFO | Sell | 9,278307,240 held (−3%) | $12.31 | $114K | -30.1% | — |
| Mar 20SEC | Dave BottomsGm, Marketplace | Sell Plan | 7,0002,678 held (−72%) | $11.49 | $80K | -25.2% | — |
| Mar 20SEC | Sabrina MekhalfaChief Accounting Officer | Sell | 1,4822,095 held (−41%) | $12.31 | $18K | -30.1% | — |
| Feb 19SEC | Hayden BrownCEO, President | Sell Plan | 73,152826,067 held (−8%) | $13.80 | $1.0M | -37.7% | — |
| Feb 19SEC | Hayden BrownCEO, President | Sell Plan | 50,000776,067 held (−6%) | $13.79 | $690K | -37.6% | — |
| Feb 19SEC | Erica GessertCFO | Sell | 26,292298,386 held (−8%) | $13.80 | $363K | -37.7% | — |
| Feb 19SEC | Dave BottomsGm, Marketplace | Sell Plan | 17,01315,994 held (−52%) | $13.80 | $235K | -37.7% | — |
| Feb 19SEC | Dave BottomsGm, Marketplace | Sell Plan | 15,649345 held (−98%) | $13.51 | $211K | -36.3% | — |
| Dec 22SEC | Hayden BrownCEO, President | Sell | 23,147721,158 held (−3%) | $20.59 | $477K | -58.2% | — |
| Dec 22SEC | Dave BottomsGm, Marketplace | Sell Plan | 11,2859,967 held (−53%) | $20.59 | $232K | -58.2% | — |
| Dec 22SEC | Dave BottomsGm, Marketplace | Sell Plan | 9,622345 held (−97%) | $20.66 | $199K | -58.4% | — |
| Dec 22SEC | Erica GessertCFO | Sell | 9,044246,701 held (−4%) | $20.59 | $186K | -58.2% | — |
| Nov 28SEC | Hayden BrownCEO, President | Sell | 175,000797,894 held (−18%) | $19.43 | $3.4M | -55.7% | — |
| Nov 28SEC | Hayden BrownCEO, President | Sell | 100,000697,894 held (−13%) | $19.44 | $1.9M | -55.8% | — |
| Nov 28SEC | Hayden BrownCEO, President | Sell | 75,000972,894 held (−7%) | $19.78 | $1.5M | -56.5% | — |
| Nov 25SEC | Hayden BrownCEO, President | Sell | 60,0001,047,894 held (−5%) | $18.20 | $1.1M | -52.7% | — |
| Nov 25SEC | Gary SteeleDirector | Sell | 12,50085,129 held (−13%) | $17.51 | $219K | -50.9% | — |
| Nov 20SEC | Hayden BrownCEO, President | Sell | 12,7321,107,894 held (−1%) | $17.24 | $219K | -50.1% | — |
| Nov 20SEC | Hayden BrownCEO, President | Sell | 12,1141,120,626 held (−1%) | $16.14 | $196K | -46.7% | — |
| Nov 20SEC | Erica GessertCFO | Sell | 9,434237,612 held (−4%) | $17.24 | $163K | -50.1% | — |
| Nov 20SEC | Erica GessertCFO | Sell | 9,059247,046 held (−4%) | $16.14 | $146K | -46.7% | — |
| Nov 19SEC | Dave BottomsGm, Marketplace | Sell Plan | 1,748345 held (−84%) | $18.13 | $32K | -52.6% | — |
| Nov 19SEC | Dave BottomsGm, Marketplace | Sell Plan | 1,0472,093 held (−33%) | $17.24 | $18K | -50.1% | — |
| Nov 19SEC | Dave BottomsGm, Marketplace | Sell Plan | 9553,140 held (−23%) | $16.14 | $15K | -46.7% | — |
| Nov 19SEC | Dave BottomsGm, Marketplace | Sell Plan | 561345 held (−62%) | $16.45 | $9K | -47.7% | — |
Insiders at UPWORK, INC
| Insider | Bought | Sold | Last filing | Score |
|---|---|---|---|---|
| Hayden BrownCEO, President | — | $12.4M | Sep 22, 2026 | — |
| Erica GessertCFO | — | $1.5M | Sep 22, 2026 | — |
| Dave BottomsGm, Marketplace | — | $1.2M | Mar 20, 2026 | — |
| Anthony Ray KappusCOO | — | $425K | Sep 22, 2026 | — |
| Gary SteeleDirector | — | $219K | Nov 25, 2025 | — |
| Sabrina MekhalfaChief Accounting Officer | — | $40K | Sep 22, 2026 | — |
UPWK stock: common questions
Are UPWORK, INC insiders buying UPWK stock?
In the past 12 months, 0 insiders reported open-market purchases of UPWK worth $0.
Are UPWORK, INC insiders selling UPWK stock?
6 insiders reported sales worth $15.8M over the same period.
Where does this data come from?
Every transaction comes from Form 4 filings that insiders must submit to the SEC within two business days of a trade. We pull them from SEC EDGAR every night.
What is UPWK's 52-week range?
Over the past year UPWK has traded between $7.84 and $22.11. It last closed at $8.60 on Oct 9, 2026.