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Upwork Inc (UPWK) Insider Trading

Total insider buys:
  • $10,109,332.18
Total insider sells:
  • $143,579,151.86
Most recent insider trade:
  • May 20, 2025
Most active insider trader:
  • Hayden Brown
Trader NameDateTitleAmountPriceTypeTotal Value
June 2, 2021Director5,000$48.10Sell$240,500.00
May 18, 2021CFO525$40.32Sell$21,168.00
May 18, 2021VP3,315$40.27Sell$133,495.05
May 18, 2021CEO1,310$40.29Sell$52,779.90
May 13, 2021CEO20,000$38.14Sell$762,800.00
May 13, 2021Director7,500$37.95Sell$284,625.00
April 19, 2021CEO1,418$46.56Sell$66,022.08
March 18, 2021CEO31,797$45.13Sell$1,434,998.61
March 4, 2021CEO260,000$44.50Sell$11,570,000.00
Feb. 19, 2021VP3,389$53.78Sell$182,260.42
Jan. 20, 2021CEO1,067$40.27Sell$42,968.09
Dec. 18, 2020CEO29,592$39.81Sell$1,178,057.52
Nov. 23, 2020Director41,674$35.15Sell$1,464,841.10
Nov. 20, 2020VP3,591$35.63Sell$127,947.33
Nov. 18, 2020VP3,144$34.10Sell$107,210.40
Nov. 10, 2020VP10,000$27.17Sell$271,700.00
Nov. 6, 2020VP90,000$28.49Sell$2,564,100.00
Oct. 19, 2020CEO1,314$20.65Sell$27,134.10
Sept. 18, 2020CEO30,558$15.17Sell$463,564.86
Aug. 20, 2020VP3,754$15.01Sell$56,347.54
Aug. 18, 2020VP2,981$15.03Sell$44,804.43
Aug. 10, 2020Director221,900$14.95Buy$3,317,405.00
Aug. 7, 2020Director5,975$14.49Sell$86,577.75
Aug. 6, 2020VP3,455$14.08Sell$48,646.40
July 20, 2020CEO1,287$14.67Sell$18,880.29
June 18, 2020CEO23,858$11.92Sell$284,387.36
May 11, 2020Director96,498$10.39Buy$1,002,614.22
May 8, 2020Director175,000$9.71Buy$1,699,250.00
April 20, 2020CEO895$7.72Sell$6,909.40
March 18, 2020CEO23,326$5.64Sell$131,558.64
March 5, 2020Chairman125,000$7.99Buy$998,750.00
March 5, 2020Director150,000$8.04Buy$1,206,000.00
March 3, 2020Chairman100,000$8.11Buy$811,000.00
March 2, 2020Director13,718$8.43Sell$115,642.74
March 2, 2020CFO2,397$8.43Sell$20,206.71
March 2, 2020CEO3,116$8.43Sell$26,267.88
Feb. 28, 2020Director60,000$8.72Sell$523,200.00
Jan. 21, 2020CEO1,123$9.95Sell$11,173.85
Dec. 18, 2019Insider1,380$10.82Sell$14,931.60
Dec. 17, 2019CEO60,000$10.57Sell$634,200.00
Nov. 19, 2019CEO60,000$11.70Sell$702,000.00
Nov. 18, 2019SVP9,578$12.00Sell$114,936.00
Nov. 18, 2019Insider1,067$11.83Sell$12,622.61
Sept. 20, 2019SVP61,175$14.21Sell$869,296.75
Sept. 18, 2019SVP150,000$14.69Sell$2,203,500.00
Sept. 18, 2019Insider1,422$14.39Sell$20,462.58
Sept. 17, 2019CEO120,000$14.61Sell$1,753,200.00
Aug. 20, 2019CEO120,000$14.59Sell$1,750,800.00
Aug. 19, 2019Major Shareholder30,454$15.00Sell$456,810.00
Aug. 19, 2019SVP100,000$15.00Sell$1,500,000.00
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  • Insiders are both buying and selling Upwork Inc stock.

  • The insider traders at Upwork Inc are: Hayden Brown, Olivier Marie, Eric Gilpin, Dave Bottoms, Elizabeth A Nelson, Jeff Mccombs, Stephane Kasriel, Erica Gessert, Thomas Layton, Han-Shen Yuan, Leela Srinivasan, Gregory C. Gretsch, Gary Steele, Gregory C Gretsch, Steven M Spurlock, Brian K. Kinion, Globespan Management Associate, Dan Marriott, Bruce Dunlevie, and Kevin Harvey

  • The most active insider trader at Upwork Inc is Hayden Brown with 71 trades.

  • Globespan Management Associate has sold the most Upwork Inc stock with a total value of $72,000,000.00.

  • Gregory C. Gretsch has bought the most Upwork Inc stock with a total value of $7,840,810.00.

  • The most recent insider trade for Upwork Inc was on May 20, 2025.

  • The single biggest insider buy for Upwork Inc was from Gregory C. Gretsch with a total value of $3,317,405.00 on Aug. 10, 2020.

  • The single biggest insider sell for Upwork Inc was from Globespan Management Associate with a total value of $36,000,000.00 on April 1, 2019.