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UPWK

UPWORK (UPWK) stock: insider trades, news & valuation

Heavy selling
Close · Oct 9, 2026 $8.60 +0.4% on the day -50.7% over 12 months 52-week range $7.84 – $22.11

Share price and insider trades

UPWK closeInsider buyInsider sale
510152025NovDecJan 2026FebMarAprMayJunJulAugSepOctSold $5,055 on 2026-07-18 · Anthony Ray KappusSold $9,228 on 2025-11-17 · Dave BottomsSold $31,691 on 2025-11-19 · Dave BottomsSold $80,430 on 2026-03-19 · Dave BottomsSold $198,791 on 2025-12-19 · Dave BottomsSold $211,418 on 2026-02-19 · Dave BottomsSold $276,391 on 2026-06-18 · Erica Gessert, Hayden Brown, Sabrina MekhalfaSold $567,245 on 2026-03-18 · Dave Bottoms, Erica Gessert, Hayden Brown, Sabrina MekhalfaSold $678,197 on 2026-09-18 · Anthony Ray Kappus, Erica Gessert, Hayden Brown, Sabrina MekhalfaSold $757,338 on 2025-11-18 · Dave Bottoms, Erica Gessert, Hayden BrownSold $826,553 on 2026-08-18 · Anthony Ray Kappus, Erica Gessert, Hayden BrownSold $832,169 on 2026-05-18 · Anthony Ray Kappus, Erica Gessert, Hayden BrownSold $895,171 on 2025-12-18 · Dave Bottoms, Erica Gessert, Hayden BrownSold $1,310,875 on 2025-11-21 · Gary Steele, Hayden BrownSold $1,483,500 on 2025-11-25 · Hayden BrownSold $2,296,607 on 2026-02-18 · Dave Bottoms, Erica Gessert, Hayden BrownSold $5,344,250 on 2025-11-26 · Hayden Brown
Bought, 12 months$0
Sold, 12 months$15.8M
Insiders buying0
Insiders selling6

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.

UPWK insider buying and selling by quarter

Open-market purchases (green, above the line) and sales (red, below), by trade date.

Q4 2025: $10.0M sold (17 trades)Q4 2025Q1 2026: $3.2M sold (10 trades)Q1 2026Q2 2026: $1.1M sold (7 trades)Q2 2026Q3 2026: $1.5M sold (9 trades)Q3 2026Q4 2026
QuarterBoughtPurchasesSoldSales
Q4 2026—0—0
Q3 2026—0$1.5M9
Q2 2026—0$1.1M7
Q1 2026—0$3.2M10
Q4 2025—0$10.0M17

Valuation, profit and volume

P/E (trailing)n/aSector median —
Market value— 
Profit margin—Revenue growth —
Volume vs. 50-day0.7×Last 5 sessions
Insiders' paper profit—On all tracked purchases —

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

InsiderBoughtSoldLast filingScore
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.