UPWK Insider Trading

Upwork, Inc · full profile →Last filing Jul 18, 2026
Net Selling · 180d
Open-Market Buys (180d)
$0
0 insiders
Open-Market Sells (180d)
$4.3M
5 insiders
Net Insider Flow
-$4.3M
open market, 180d
Reporting Insiders
5
18 P/S transactions
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Build on these Form 4 transactions

The public view is the crawlable proof. The same sourced dataset is available through REST and MCP for agents, research scripts, and back-office tools.

Recent Form 4 Transactions

100 shown
DateInsiderRoleActionSharesPriceValue
Jul 18, 2026Kappus Anthony RayGM & Chief Operating OfficerOption exercise(M)1K$0
Jul 18, 2026Kappus Anthony RayGM & Chief Operating OfficerSell(S)558$9.06$5K
Jul 18, 2026Kappus Anthony RayGM & Chief Operating OfficerOption exercise(M)1K
Jun 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)8K
Jun 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)10K
Jun 18, 2026Gessert EricaChief Financial OfficerSell(S)9K$8.15$75K
Jun 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)8K$0
Jun 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)10K$0
Jun 18, 2026Mekhalfa SabrinaChief Accounting OfficerOption exercise(M)4K
Jun 18, 2026Mekhalfa SabrinaChief Accounting OfficerSell(S)1K$8.15$10K
Jun 18, 2026Mekhalfa SabrinaChief Accounting OfficerOption exercise(M)4K$0
Jun 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K
Jun 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)29K
Jun 18, 2026Brown HaydenPresident & CEO, DirectorSell(S)23K$8.15$191K
Jun 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K$0
Jun 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)29K$0
Jun 4, 2026Harvey KevinDirectorGrant(A)6K$0
Jun 4, 2026Harvey KevinDirectorGrant(A)21K$0
Jun 4, 2026Layton ThomasDirectorGrant(A)6K$0
Jun 4, 2026Layton ThomasDirectorGrant(A)7K$0
Jun 4, 2026Layton ThomasDirectorGrant(A)21K$0
Jun 4, 2026Kelman GlennDirectorGrant(A)6K$0
Jun 4, 2026Kelman GlennDirectorGrant(A)21K$0
Jun 4, 2026Steele GaryDirectorGrant(A)6K$0
Jun 4, 2026Steele GaryDirectorGrant(A)21K$0
Jun 4, 2026Evan Dana LDirectorGrant(A)21K$0
Jun 4, 2026Bramley ClaireDirectorGrant(A)45K$0
Jun 4, 2026Lissy David HDirectorGrant(A)45K$0
Jun 4, 2026Lissy David HDirectorGrant(A)21K$0
May 18, 2026Kappus Anthony RayGM & Chief Operating OfficerOption exercise(M)5K$0
May 18, 2026Kappus Anthony RayGM & Chief Operating OfficerSell(S)2K$8.66$17K
May 18, 2026Kappus Anthony RayGM & Chief Operating OfficerOption exercise(M)5K
May 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)9K$0
May 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)38K$0
May 18, 2026Gessert EricaChief Financial OfficerSell(S)22K$8.66$192K
May 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)9K
May 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)38K
May 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)14K$0
May 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K$0
May 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)15K$0
May 18, 2026Brown HaydenPresident & CEO, DirectorSell(S)50K$8.57$428K
May 18, 2026Brown HaydenPresident & CEO, DirectorSell(S)23K$8.66$195K
May 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)14K
May 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K
May 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)15K
Apr 18, 2026Kappus Anthony RayGM & Chief Operating OfficerGrant(A)23K$0
Mar 19, 2026Bottoms DaveGM, MarketplaceSell(S)7K$11.49$80K
Mar 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)29K
Mar 18, 2026Brown HaydenPresident & CEO, DirectorSell(S)24K$12.31$292K
Mar 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K
Mar 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)29K$0
Mar 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K$0
Mar 18, 2026Mekhalfa SabrinaChief Accounting OfficerOption exercise(M)4K
Mar 18, 2026Mekhalfa SabrinaChief Accounting OfficerSell(S)1K$12.31$18K
Mar 18, 2026Mekhalfa SabrinaChief Accounting OfficerOption exercise(M)4K$0
Mar 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)8K
Mar 18, 2026Gessert EricaChief Financial OfficerSell(S)9K$12.31$114K
Mar 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)10K
Mar 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)10K$0
Mar 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)8K$0
Mar 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)9K
Mar 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)6K
Mar 18, 2026Bottoms DaveGM, MarketplaceSell(S)12K$12.31$142K
Mar 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)6K
Mar 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)9K$0
Mar 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)6K$0
Mar 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)6K$0
Feb 19, 2026Bottoms DaveGM, MarketplaceSell(S)16K$13.51$211K
Feb 18, 2026Brown HaydenPresident & CEO, DirectorSell(S)50K$13.79$690K
Feb 18, 2026Brown HaydenPresident & CEO, DirectorSell(S)73K$13.80$1.0M
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)15K
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)8K
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)10K
Feb 18, 2026Brown HaydenPresident & CEO, DirectorGrant(A)218K$0
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)18K$0
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)15K$0
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)8K$0
Feb 18, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)10K$0
Feb 18, 2026Gessert EricaChief Financial OfficerSell(S)26K$13.80$363K
Feb 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)38K
Feb 18, 2026Gessert EricaChief Financial OfficerGrant(A)136K$0
Feb 18, 2026Gessert EricaChief Financial OfficerOption exercise(M)38K$0
Feb 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)4K
Feb 18, 2026Bottoms DaveGM, MarketplaceSell(S)17K$13.80$235K
Feb 18, 2026Bottoms DaveGM, MarketplaceGrant(A)82K$0
Feb 18, 2026Bottoms DaveGM, MarketplaceOption exercise(M)4K$0
Feb 17, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)128K
Feb 17, 2026Brown HaydenPresident & CEO, DirectorOption exercise(M)128K$0
Feb 17, 2026Gessert EricaChief Financial OfficerOption exercise(M)40K
Feb 17, 2026Gessert EricaChief Financial OfficerOption exercise(M)40K$0
Feb 17, 2026Bottoms DaveGM, MarketplaceOption exercise(M)29K
Feb 17, 2026Bottoms DaveGM, MarketplaceOption exercise(M)29K$0
Dec 19, 2025Bottoms DaveGM, MarketplaceSell(S)10K$20.66$199K
Dec 18, 2025Brown HaydenPresident & CEO, DirectorOption exercise(M)29K
Dec 18, 2025Brown HaydenPresident & CEO, DirectorOption exercise(M)18K
Dec 18, 2025Brown HaydenPresident & CEO, DirectorSell(S)23K$20.59$477K
Dec 18, 2025Brown HaydenPresident & CEO, DirectorOption exercise(M)29K$0
Dec 18, 2025Brown HaydenPresident & CEO, DirectorOption exercise(M)18K$0
Dec 18, 2025Mekhalfa SabrinaChief Accounting OfficerGrant(A)43K$0

Data Source

Insider transactions sourced from SEC EDGAR Form 4 filings, normalized within minutes of acceptance. "Buy"/"Sell" mark open-market transactions (codes P/S), the tradeable signal. Awards, option exercises and tax-withholding are shown with their raw code. All data is public domain.

Coverage: Form 4 filings indexed 2019-12-302026-08-06. Earlier history is backfilling; this window widens as it deepens.

Programmatic access via the Arkolith API & MCP server (insider.transactions, insider.company).

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