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UPWK
Ticker

Upwork Inc.

UPWK · Communication Services · Upwork Inc., together with its subsidiaries, provides platforms and workforce solutions that connect businesses with freelance, agency, fra…

Upwork Inc. (UPWK), in the Communication Services sector, has 21 disclosed filings on Paydirt over the trailing twelve months from 5 corporate insiders: 0 purchases and 21 sales. Filers took a median of 2 days from execution to disclosure, and the most recent trade was executed Sep 18 and filed Sep 22. The most active filer was Hayden Brown with 10 filings. Data as of Nov 7 2026.

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Filings, ttm
21
0 buys · 21 sells
Traders, ttm
5
5 insiders
Volume, ttmiDollar value disclosed in the window
$6.6M
estimated for Congress, as filed for insiders
Median delay
2d
execution to disclosure
Last traded
Sep 18
Filed Sep 22
ADViAverage daily dollar volume
$32.3M
market data
Share price · 12M
$8.15 (-53.7%)
$22.11$14.98$7.84Nov 10 2025Apr 21Sep 25

Adjusted for splits and dividends.

Volume by month
$12.4M$6.2M$0Dec 2024Jun 2025Dec 2025Jun 2026Dec 2024 · sells $2.2MFeb 2025 · sells $1.8MMar 2025 · sells $1.1MMay 2025 · sells $12.4MJun 2025 · sells $602KAug 2025 · sells $1.6MSep 2025 · sells $2.1MNov 2025 · sells $8.9MDec 2025 · sells $1.1MFeb 2026 · sells $2.5MMar 2026 · sells $549KMay 2026 · sells $816KJun 2026 · sells $191KAug 2026 · sells $810KSep 2026 · sells $588K
Buys $0 Sells $37.3M

Estimated for Congress, as filed for insiders · by filing month · past 24 months

Who filed · past 24 months
HB Hayden Brown President & CEO 23 filings · 0 buys, 23 sales EG Erica Gessert Chief Financial Officer 12 filings · 0 buys, 12 sales DB Dave Bottoms GM, Marketplace 9 filings · 0 buys, 9 sales EN Elizabeth A Nelson Director 3 filings · 0 buys, 3 sales AK Anthony Ray Kappus GM & Chief Operating Officer 1 filing · 0 buys, 1 sale TL Thomas Layton Director 1 filing · 0 buys, 1 sale OM Olivier Marie Chief Accounting Officer 1 filing · 0 buys, 1 sale GS Gary Steele Director 1 filing · 0 buys, 1 sale
Recent filings
Anthony Ray KappusSALE GM & Chief Operating Officer $386K
45,732 sh × $8.45
Exec Sep 18
Filed Sep 22 · 4:19 PM ET Hayden BrownSALE President & CEO $202K
23,893 sh × $8.45
Exec Sep 18
Filed Sep 22 · 4:18 PM ET Hayden BrownSALE President & CEO $617K
73,241 sh across 2 lots
Exec Aug 18
Filed Aug 20 · 4:40 PM ET Erica GessertSALE Chief Financial Officer $192K
22,844 sh × $8.43
Exec Aug 18
Filed Aug 20 · 4:39 PM ET Hayden BrownSALE President & CEO $191K
23,468 sh × $8.15
Exec Jun 18
Filed Jun 23 · 5:30 PM ET Hayden BrownSALE President & CEO $624K
72,546 sh across 2 lots
Exec May 18
Filed May 20 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $192K
22,162 sh × $8.66
Exec May 18
Filed May 20 · 5:30 PM ET Dave BottomsSALE GM, Marketplace $142K
11,575 sh × $12.31
Exec Mar 18
Filed Mar 20 · 5:30 PM ET Hayden BrownSALE President & CEO $292K
23,745 sh × $12.31
Exec Mar 18
Filed Mar 20 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $114K
9,278 sh × $12.31
Exec Mar 18
Filed Mar 20 · 5:30 PM ET Hayden BrownSALE President & CEO $1.7M
123,152 sh across 2 lots
Exec Feb 18
Filed Feb 19 · 5:30 PM ET Dave BottomsSALE GM, Marketplace $446K
32,662 sh across 2 lots
Exec Feb 18
Filed Feb 19 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $363K
26,292 sh × $13.80
Exec Feb 18
Filed Feb 19 · 5:30 PM ET Dave BottomsSALE GM, Marketplace $431K
20,907 sh across 2 lots
Exec Dec 18 2025
Filed Dec 22 2025 · 5:30 PM ET Hayden BrownSALE President & CEO $477K
23,147 sh × $20.59
Exec Dec 18 2025
Filed Dec 22 2025 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $186K
9,044 sh × $20.59
Exec Dec 18 2025
Filed Dec 22 2025 · 5:30 PM ET Hayden BrownSALE President & CEO $6.8M
350,000 sh across 3 lots
Exec Nov 25 2025
Filed Nov 28 2025 · 5:30 PM ET Gary SteeleSALE Director $219K
12,500 sh × $17.51
Exec Nov 21 2025
Filed Nov 25 2025 · 5:30 PM ET Hayden BrownSALE President & CEO $1.1M
60,000 sh × $18.20
Exec Nov 21 2025
Filed Nov 25 2025 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $309K
18,493 sh across 2 lots
Exec Nov 18 2025
Filed Nov 20 2025 · 5:30 PM ET Hayden BrownSALE President & CEO $415K
24,846 sh across 2 lots
Exec Nov 18 2025
Filed Nov 20 2025 · 5:30 PM ET Dave BottomsSALE GM, Marketplace $409K
20,908 sh across 2 lots
Exec Sep 18 2025
Filed Sep 22 2025 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $167K
8,730 sh × $19.16
Exec Sep 18 2025
Filed Sep 22 2025 · 5:30 PM ET Hayden BrownSALE President & CEO $1.6M
82,344 sh across 4 lots
Exec Sep 17 2025
Filed Sep 19 2025 · 5:30 PM ET Erica GessertSALE Chief Financial Officer $263K
19,036 sh × $13.84
Exec Aug 18 2025
Filed Aug 20 2025 · 5:30 PM ET