LIVE FROM THE DATABASETRANSACTIONS 362,430COMPANIES 5,763LATEST TRADE Oct 16UPDATED Oct 17, 12:31 AM
UPWKCIK 0001627475

UPWORK, INC

158 transactions by 12 insiders, from November 17, 2025 to September 18, 2026.

Transactions
15812 insiders
Bought · P
Nonenobody bought on the open market
Sold · S
$15.1Mopen market
Net
−$15.1Mnet selling

Officers and directors

People inside the company. What they do with their own shares is the reason this data exists.

InsiderTradesPlannedBoughtSold
Hayden BrownCEO6329/63—$12.4M
Erica GessertCFO31——$1.0M
Dave BottomsOfficer2929/29—$1.2M
Anthony Ray KappusCOO13——$425K
Sabrina MekhalfaCAO9——$40K
Thomas LaytonDir3———
Glenn KelmanDir2———
Gary SteeleDir2———
David H. LissyDir2———
Kevin HarveyDir2———
Dana L. EvanDir1———
Claire BramleyDir1———

All transactions

158 in total, newest filings first.

InsiderDateCodeSharesPriceValue
Sabrina MekhalfaCAODERIVSep 18M3,578$0.00—?
Sabrina MekhalfaCAOSep 18S1,299$8.45$11K
Sabrina MekhalfaCAOSep 18M3,578——
Anthony Ray KappusCOODERIVSep 18M114,860$0.00—?
Anthony Ray KappusCOOSep 18S45,732$8.45$386K
Anthony Ray KappusCOOSep 18M114,860——
Erica GessertCFODERIVSep 18M9,700$0.00—?
Erica GessertCFODERIVSep 18M8,433$0.00—?
Erica GessertCFOSep 18S9,336$8.45$79K
Erica GessertCFOSep 18M9,700——
Erica GessertCFOSep 18M8,433——
Hayden BrownCEODERIVSep 18M28,677$0.00—?
Hayden BrownCEODERIVSep 18M17,733$0.00—?
Hayden BrownCEOSep 18S23,893$8.45$202K
Hayden BrownCEOSep 18M28,677——
Hayden BrownCEOSep 18M17,733——
Anthony Ray KappusCOODERIVAug 18M5,115$0.00—?
Anthony Ray KappusCOOAug 18S1,964$8.43$17K
Anthony Ray KappusCOOAug 18M5,115——
Erica GessertCFODERIVAug 18M8,524$0.00—?
Erica GessertCFODERIVAug 18M37,500$0.00—?
Erica GessertCFOAug 18S22,844$8.43$192K
Erica GessertCFOAug 18M8,524——
Erica GessertCFOAug 18M37,500——
Hayden BrownCEODERIVAug 18MPLAN13,639$0.00—?
Hayden BrownCEODERIVAug 18MPLAN18,333$0.00—?
Hayden BrownCEODERIVAug 18MPLAN14,850$0.00—?
Hayden BrownCEOAug 18SPLAN50,000$8.43$421K
Hayden BrownCEOAug 18SPLAN23,241$8.43$196K
Hayden BrownCEOAug 18MPLAN13,639——
Hayden BrownCEOAug 18MPLAN18,333——
Hayden BrownCEOAug 18MPLAN14,850——
Anthony Ray KappusCOODERIVJul 18M1,412$0.00—?
Anthony Ray KappusCOOJul 18S558$9.06$5K
Anthony Ray KappusCOOJul 18M1,412——
Sabrina MekhalfaCAODERIVJun 18M3,577$0.00—?
Sabrina MekhalfaCAOJun 18S1,276$8.15$10K
Sabrina MekhalfaCAOJun 18M3,577——
Erica GessertCFODERIVJun 18M9,700$0.00—?
Erica GessertCFODERIVJun 18M8,432$0.00—?
Erica GessertCFOJun 18S9,169$8.15$75K
Erica GessertCFOJun 18M9,700——
Erica GessertCFOJun 18M8,432——
Hayden BrownCEODERIVJun 18M28,678$0.00—?
Hayden BrownCEODERIVJun 18M17,733$0.00—?
Hayden BrownCEOJun 18S23,468$8.15$191K
Hayden BrownCEOJun 18M28,678——
Hayden BrownCEOJun 18M17,733——
Gary SteeleDirJun 4A20,880$0.00—
Gary SteeleDirJun 4A6,207$0.00—
David H. LissyDirJun 4A20,880$0.00—
David H. LissyDirJun 4A45,146$0.00—
Thomas LaytonDirJun 4A20,880$0.00—
Thomas LaytonDirJun 4A6,772$0.00—
Thomas LaytonDirJun 4A6,207$0.00—
Glenn KelmanDirJun 4A20,880$0.00—
Glenn KelmanDirJun 4A6,207$0.00—
Kevin HarveyDirJun 4A20,880$0.00—
Kevin HarveyDirJun 4A6,207$0.00—
Dana L. EvanDirJun 4A20,880$0.00—
Claire BramleyDirJun 4A45,146$0.00—
Anthony Ray KappusCOODERIVMay 18M5,114$0.00—?
Anthony Ray KappusCOOMay 18S1,905$8.66$17K
Anthony Ray KappusCOOMay 18M5,114——
Erica GessertCFODERIVMay 18M8,524$0.00—?
Erica GessertCFODERIVMay 18M37,500$0.00—?
Erica GessertCFOMay 18S22,162$8.66$192K
Erica GessertCFOMay 18M8,524——
Erica GessertCFOMay 18M37,500——
Hayden BrownCEODERIVMay 18MPLAN13,638$0.00—?
Hayden BrownCEODERIVMay 18MPLAN18,334$0.00—?
Hayden BrownCEODERIVMay 18MPLAN14,850$0.00—?
Hayden BrownCEOMay 18SPLAN50,000$8.57$428K
Hayden BrownCEOMay 18SPLAN22,546$8.66$195K
Hayden BrownCEOMay 18MPLAN13,638——
Hayden BrownCEOMay 18MPLAN18,334——
Hayden BrownCEOMay 18MPLAN14,850——
Anthony Ray KappusCOODERIVApr 18A22,603$0.00—?
Sabrina MekhalfaCAODERIVMar 18M3,577$0.00—?
Sabrina MekhalfaCAOMar 18S1,482$12.31$18K
Sabrina MekhalfaCAOMar 18M3,577——
Erica GessertCFODERIVMar 18M9,699$0.00—?
Erica GessertCFODERIVMar 18M8,433$0.00—?
Erica GessertCFOMar 18S9,278$12.31$114K
Erica GessertCFOMar 18M9,699——
Erica GessertCFOMar 18M8,433——
Hayden BrownCEODERIVMar 18M28,677$0.00—?
Hayden BrownCEODERIVMar 18M17,733$0.00—?
Hayden BrownCEOMar 18S23,745$12.31$292K
Hayden BrownCEOMar 18M28,677——
Hayden BrownCEOMar 18M17,733——
Dave BottomsOfficerDERIVMar 18MPLAN5,904$0.00—?
Dave BottomsOfficerDERIVMar 18MPLAN6,024$0.00—?
Dave BottomsOfficerDERIVMar 18MPLAN8,980$0.00—?
Dave BottomsOfficerMar 19SPLAN7,000$11.49$80K
Dave BottomsOfficerMar 18SPLAN11,575$12.31$143K
Dave BottomsOfficerMar 18MPLAN5,904——
Dave BottomsOfficerMar 18MPLAN6,024——
Dave BottomsOfficerMar 18MPLAN8,980——
Erica GessertCFODERIVFeb 18A136,388$0.00—?
Erica GessertCFODERIVFeb 18M37,500$0.00—?
Erica GessertCFODERIVFeb 17M40,477$0.00—?
Erica GessertCFOFeb 18S26,292$13.80$363K
Erica GessertCFOFeb 18M37,500——
Erica GessertCFOFeb 17M40,477——
Hayden BrownCEODERIVFeb 18APLAN218,221$0.00—?
Hayden BrownCEODERIVFeb 18MPLAN18,333$0.00—?
Hayden BrownCEODERIVFeb 18MPLAN14,850$0.00—?
Hayden BrownCEODERIVFeb 18MPLAN7,611$0.00—?
Hayden BrownCEODERIVFeb 18MPLAN9,589$0.00—?
Hayden BrownCEODERIVFeb 17MPLAN127,678$0.00—?
Hayden BrownCEOFeb 18SPLAN50,000$13.79$689K
Hayden BrownCEOFeb 18SPLAN73,152$13.80$1.0M
Hayden BrownCEOFeb 18MPLAN18,333——
Hayden BrownCEOFeb 18MPLAN14,850——
Hayden BrownCEOFeb 18MPLAN7,611——
Hayden BrownCEOFeb 18MPLAN9,589——
Hayden BrownCEOFeb 17MPLAN127,678——
Dave BottomsOfficerDERIVFeb 18APLAN81,833$0.00—?
Dave BottomsOfficerDERIVFeb 18MPLAN3,750$0.00—?
Dave BottomsOfficerDERIVFeb 17MPLAN28,912$0.00—?
Dave BottomsOfficerFeb 19SPLAN15,649$13.51$211K
Dave BottomsOfficerFeb 18SPLAN17,013$13.80$235K
Dave BottomsOfficerFeb 18MPLAN3,750——
Dave BottomsOfficerFeb 17MPLAN28,912——
Hayden BrownCEODERIVDec 18M28,678$0.00—?
Hayden BrownCEODERIVDec 18M17,733$0.00—?
Hayden BrownCEODec 18S23,147$20.59$477K
Hayden BrownCEODec 18M28,678——
Hayden BrownCEODec 18M17,733——
Dave BottomsOfficerDERIVDec 18MPLAN5,904$0.00—?
Dave BottomsOfficerDERIVDec 18MPLAN6,023$0.00—?
Dave BottomsOfficerDERIVDec 18MPLAN8,980$0.00—?
Dave BottomsOfficerDec 19SPLAN9,622$20.66$199K
Dave BottomsOfficerDec 18SPLAN11,285$20.59$232K
Dave BottomsOfficerDec 18MPLAN5,904——
Dave BottomsOfficerDec 18MPLAN6,023——
Dave BottomsOfficerDec 18MPLAN8,980——
Hayden BrownCEONov 26S100,000$19.44$1.9M
Hayden BrownCEONov 26S175,000$19.43$3.4M
Hayden BrownCEONov 25S75,000$19.78$1.5M
Hayden BrownCEONov 21S60,000$18.20$1.1M
Hayden BrownCEODERIVNov 18M18,333$0.00—?
Hayden BrownCEODERIVNov 18M14,850$0.00—?
Hayden BrownCEODERIVNov 18M7,610$0.00—?
Hayden BrownCEODERIVNov 18M9,589$0.00—?
Hayden BrownCEONov 18S12,732$17.24$220K
Hayden BrownCEONov 18S12,114$16.14$196K
Hayden BrownCEONov 18M18,333——
Hayden BrownCEONov 18M14,850——
Hayden BrownCEONov 18M7,610——
Hayden BrownCEONov 18M9,589——
Dave BottomsOfficerDERIVNov 18MPLAN3,750$0.00—?
Dave BottomsOfficerNov 19SPLAN1,748$18.13$32K
Dave BottomsOfficerNov 18SPLAN1,047$17.24$18K
Dave BottomsOfficerNov 18SPLAN955$16.14$15K
Dave BottomsOfficerNov 18MPLAN3,750——
Dave BottomsOfficerNov 17SPLAN561$16.45$9K