Insider Transactions Reported by 16 Insiders of UPWORK, INC

Symbol
UPWK on Nasdaq
Location
Palo Alto, CA

Insiders trading volume in the past year

UPWORK, INC executives and other stock owners filed with the SEC include:

Name Relationship Holdings Value Past Year Net Change Change % Report Date
Thomas Layton Director $28,841,734 -$8,746,450 -23% 05 Jun 2025
Hayden Brown President & CEO, Director $17,213,960 -$16,024,510 -48% 17 Feb 2026
Kevin Harvey Director $16,253,704 05 Jun 2025
Gregory C. Gretsch Director $10,838,012 07 Jun 2024
NELSON ELIZABETH A Director $6,421,990 -$1,045,572 -14% 12 May 2025
Erica Gessert Chief Financial Officer $6,146,673 -$1,739,641 -22% 17 Feb 2026
Jeff McCombs Chief Financial Officer $1,525,519 18 Nov 2022
Gary Steele Director $1,490,430 -$218,849 -13% 21 Nov 2025
Anilu Vazquez-Ubarri Director $1,461,043 05 Jun 2025
Dave Bottoms GM, Marketplace $1,276,447 -$1,894,753 -60% 17 Feb 2026
Leela Srinivasan Director $1,220,318 -$149,749 -11% 05 Jun 2025
Eric Gilpin Chief Sales Officer $822,418 18 Feb 2023
Glenn Kelman Director $684,429 05 Jun 2025
Dana L. Evan Director $625,617 05 Jun 2025
Olivier Marie Chief Accounting Officer $193,804 -$245,738 -56% 19 Aug 2025
Sabrina Mekhalfa Chief Accounting Officer 18 Dec 2025

Recent Insider Transactions by Companies or Individuals for UPWORK, INC

Showing up to 300 most recent insider transactions from the last 12 months.

Insider Symbol Class Transaction % Value $ * Price $ Shares Shares Owned Date Ownership
Dave Bottoms UPWK Common Stock Sale -97.8% $211,441 $13.51 -15,649 345 19 Feb 2026 Direct
Erica Gessert UPWK Common Stock Sale -8.1% $362,887 $13.80 -26,292 298,386 18 Feb 2026 Direct
Erica Gessert UPWK Common Stock Options Exercise 13.1% 37,500 324,678 18 Feb 2026 Direct
Erica Gessert UPWK Restricted Stock Units Award 136,388 136,388 18 Feb 2026 Direct
Erica Gessert UPWK Restricted Stock Units Options Exercise -16.7% -37,500 187,500 18 Feb 2026 Direct
Dave Bottoms UPWK Common Stock Sale -51.5% $234,813 $13.80 -17,013 15,994 18 Feb 2026 Direct
Dave Bottoms UPWK Common Stock Options Exercise 12.8% 3,750 33,007 18 Feb 2026 Direct
Dave Bottoms UPWK Restricted Stock Units Award 81,833 81,833 18 Feb 2026 Direct
Dave Bottoms UPWK Restricted Stock Units Options Exercise -20% -3,750 15,000 18 Feb 2026 Direct
Hayden Brown UPWK Common Stock Sale -13.7% $1,698,959 $13.80 -123,152 776,067 18 Feb 2026 Direct
Hayden Brown UPWK Common Stock Options Exercise 5.94% 50,383 899,219 18 Feb 2026 Direct
Hayden Brown UPWK Restricted Stock Units Award 218,221 218,221 18 Feb 2026 Direct
Hayden Brown UPWK Restricted Stock Units Options Exercise -100% -50,383 0 18 Feb 2026 Direct
Erica Gessert UPWK Common Stock Options Exercise 16.4% 40,477 287,178 17 Feb 2026 Direct
Erica Gessert UPWK Performance Stock Units Options Exercise -100% -40,477 0 17 Feb 2026 Direct
Dave Bottoms UPWK Common Stock Options Exercise 8380.3% 28,912 29,257 17 Feb 2026 Direct
Dave Bottoms UPWK Performance Stock Units Options Exercise -100% -28,912 0 17 Feb 2026 Direct
Hayden Brown UPWK Common Stock Options Exercise 17.7% 127,678 848,836 17 Feb 2026 Direct
Hayden Brown UPWK Performance Stock Units Options Exercise -100% -127,678 0 17 Feb 2026 Direct
Dave Bottoms UPWK Common Stock Sale -96.5% $198,808 $20.66 -9,622 345 19 Dec 2025 Direct
Sabrina Mekhalfa UPWK Restricted Stock Units Award 42,929 42,929 18 Dec 2025 Direct
Erica Gessert UPWK Common Stock Sale -3.54% $186,187 $20.59 -9,044 246,701 18 Dec 2025 Direct
Erica Gessert UPWK Common Stock Options Exercise 7.63% 18,133 255,745 18 Dec 2025 Direct
Erica Gessert UPWK Restricted Stock Units Options Exercise -19.3% -18,133 75,896 18 Dec 2025 Direct
Hayden Brown UPWK Common Stock Sale -3.11% $476,550 $20.59 -23,147 721,158 18 Dec 2025 Direct
Hayden Brown UPWK Common Stock Options Exercise 6.65% 46,411 744,305 18 Dec 2025 Direct
Hayden Brown UPWK Restricted Stock Units Options Exercise -22.5% -46,411 159,599 18 Dec 2025 Direct
Dave Bottoms UPWK Common Stock Sale -53.1% $232,336 $20.59 -11,285 9,967 18 Dec 2025 Direct
Dave Bottoms UPWK Common Stock Options Exercise 6060% 20,907 21,252 18 Dec 2025 Direct
Dave Bottoms UPWK Restricted Stock Units Options Exercise -43.7% -20,907 26,940 18 Dec 2025 Direct
Hayden Brown UPWK Common Stock Sale -28.3% $5,344,142 $19.43 -275,000 697,894 26 Nov 2025 Direct
Hayden Brown UPWK Common Stock Sale -7.16% $1,483,335 $19.78 -75,000 972,894 25 Nov 2025 Direct
Hayden Brown UPWK Common Stock Sale -5.42% $1,092,114 $18.20 -60,000 1,047,894 21 Nov 2025 Direct
Gary Steele UPWK Common Stock Sale -12.8% $218,849 $17.51 -12,500 85,129 21 Nov 2025 Direct
Dave Bottoms UPWK Common Stock Sale -83.5% $31,690 $18.13 -1,748 345 19 Nov 2025 Direct
Hayden Brown UPWK Common Stock Sale -2.19% $415,008 $16.70 -24,846 1,107,894 18 Nov 2025 Direct
Hayden Brown UPWK Common Stock Options Exercise 4.65% 50,382 1,132,740 18 Nov 2025 Direct
Hayden Brown UPWK Restricted Stock Units Options Exercise -86.9% -50,382 7,611 18 Nov 2025 Direct
Erica Gessert UPWK Common Stock Sale -7.22% $308,840 $16.70 -18,493 237,612 18 Nov 2025 Direct
Erica Gessert UPWK Common Stock Options Exercise 17.2% 37,500 256,105 18 Nov 2025 Direct
Erica Gessert UPWK Restricted Stock Units Options Exercise -14.3% -37,500 225,000 18 Nov 2025 Direct
Dave Bottoms UPWK Common Stock Sale -48.9% $33,466 $16.72 -2,002 2,093 18 Nov 2025 Direct
Dave Bottoms UPWK Common Stock Options Exercise 1087% 3,750 4,095 18 Nov 2025 Direct
Dave Bottoms UPWK Restricted Stock Units Options Exercise -16.7% -3,750 18,750 18 Nov 2025 Direct
Dave Bottoms UPWK Common Stock Sale -61.9% $9,228 $16.45 -561 345 17 Nov 2025 Direct
Dave Bottoms UPWK Common Stock Sale -96.7% $199,867 $19.96 -10,014 345 19 Sep 2025 Direct
Hayden Brown UPWK Common Stock Sale -1.81% $400,000 $20.00 -20,000 1,082,358 19 Sep 2025 Direct
Erica Gessert UPWK Common Stock Sale -3.84% $167,303 $19.16 -8,730 218,605 18 Sep 2025 Direct
Erica Gessert UPWK Common Stock Options Exercise 8.67% 18,133 227,335 18 Sep 2025 Direct
Erica Gessert UPWK Restricted Stock Units Options Exercise -17.7% -18,133 84,329 18 Sep 2025 Direct
* An asterisk sign (*) next to the price indicates that the price is likely invalid.