Follow the people · Insider
Erica Gessert
Erica Gessert files insider transactions with the SEC as a chief financial officer of Upwork (UPWK). We hold 5 disclosed purchases and sales filed since 22 May 2023, 2 of them in the last 90 days.
- Files forUPWK
- Disclosed buys and sells5 in all, 2 in the last 90 days
- Last disclosure20 August 2026
Positions held
1 post we hold — a term names its own dates; a run of filings only says when they filed- Filed 18 May 2023 — 18 August 2026Chief Financial Officer · Upwork (UPWK)89 Form 4 lines · source: SEC Form 4
Everything they disclosed
89 entries, newest first — one per disclosure report, one per Form 4 line- exercised options over 37,500 shares of UpworkSEC Form 420 August 2026Common Stock · traded 18 August 2026 · filed 20 August 2026
- exercised options over 8,524 shares of UpworkSEC Form 420 August 2026Common Stock · traded 18 August 2026 · filed 20 August 2026
- ▼ sold on the open market 22,844 shares of UpworkSEC Form 420 August 2026Common Stock · traded 18 August 2026 · filed 20 August 2026
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 August 2026Restricted Stock Units · traded 18 August 2026 · filed 20 August 2026
- exercised options over 8,524 shares of Upwork (a derivative holding)SEC Form 420 August 2026Restricted Stock Units · traded 18 August 2026 · filed 20 August 2026
- exercised options over 8,432 shares of UpworkSEC Form 423 June 2026Common Stock · traded 18 June 2026 · filed 23 June 2026
- exercised options over 9,700 shares of UpworkSEC Form 423 June 2026Common Stock · traded 18 June 2026 · filed 23 June 2026
- ▼ sold on the open market 9,169 shares of UpworkSEC Form 423 June 2026Common Stock · traded 18 June 2026 · filed 23 June 2026
- exercised options over 8,432 shares of Upwork (a derivative holding)SEC Form 423 June 2026Restricted Stock Units · traded 18 June 2026 · filed 23 June 2026
- exercised options over 9,700 shares of Upwork (a derivative holding)SEC Form 423 June 2026Restricted Stock Units · traded 18 June 2026 · filed 23 June 2026
- exercised options over 37,500 shares of UpworkSEC Form 420 May 2026Common Stock · traded 18 May 2026 · filed 20 May 2026
- exercised options over 8,524 shares of UpworkSEC Form 420 May 2026Common Stock · traded 18 May 2026 · filed 20 May 2026
- ▼ sold on the open market 22,162 shares of UpworkSEC Form 420 May 2026Common Stock · traded 18 May 2026 · filed 20 May 2026
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 May 2026Restricted Stock Units · traded 18 May 2026 · filed 20 May 2026
- exercised options over 8,524 shares of Upwork (a derivative holding)SEC Form 420 May 2026Restricted Stock Units · traded 18 May 2026 · filed 20 May 2026
- exercised options over 8,433 shares of UpworkSEC Form 420 March 2026Common Stock · traded 18 March 2026 · filed 20 March 2026
- exercised options over 9,699 shares of UpworkSEC Form 420 March 2026Common Stock · traded 18 March 2026 · filed 20 March 2026
- ▼ sold on the open market 9,278 shares of UpworkSEC Form 420 March 2026Common Stock · traded 18 March 2026 · filed 20 March 2026
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 420 March 2026Restricted Stock Units · traded 18 March 2026 · filed 20 March 2026
- exercised options over 9,699 shares of Upwork (a derivative holding)SEC Form 420 March 2026Restricted Stock Units · traded 18 March 2026 · filed 20 March 2026
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 420 March 2026Restricted Stock Units · traded 18 March 2026 · filed 20 March 2026
- exercised options over 9,699 shares of Upwork (a derivative holding)SEC Form 420 March 2026Restricted Stock Units · traded 18 March 2026 · filed 20 March 2026
- exercised options over 8,433 shares of UpworkSEC Form 420 March 2026Common Stock · traded 18 March 2026 · filed 20 March 2026
- exercised options over 9,699 shares of UpworkSEC Form 420 March 2026Common Stock · traded 18 March 2026 · filed 20 March 2026
- ▼ sold on the open market 9,278 shares of UpworkSEC Form 420 March 2026Common Stock · traded 18 March 2026 · filed 20 March 2026
- exercised options over 40,477 shares of UpworkSEC Form 419 February 2026Common Stock · traded 17 February 2026 · filed 19 February 2026
- exercised options over 37,500 shares of UpworkSEC Form 419 February 2026Common Stock · traded 18 February 2026 · filed 19 February 2026
- ▼ sold on the open market 26,292 shares of UpworkSEC Form 419 February 2026Common Stock · traded 18 February 2026 · filed 19 February 2026
- exercised options over 40,477 shares of Upwork (a derivative holding)SEC Form 419 February 2026Performance Stock Units · traded 17 February 2026 · filed 19 February 2026
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 419 February 2026Restricted Stock Units · traded 18 February 2026 · filed 19 February 2026
- was granted 136,388 shares of Upwork (a derivative holding)SEC Form 419 February 2026Restricted Stock Units · traded 18 February 2026 · filed 19 February 2026
- exercised options over 40,477 shares of Upwork (a derivative holding)SEC Form 419 February 2026Performance Stock Units · traded 17 February 2026 · filed 19 February 2026
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 419 February 2026Restricted Stock Units · traded 18 February 2026 · filed 19 February 2026
- was granted 136,388 shares of Upwork (a derivative holding)SEC Form 419 February 2026Restricted Stock Units · traded 18 February 2026 · filed 19 February 2026
- exercised options over 40,477 shares of UpworkSEC Form 419 February 2026Common Stock · traded 17 February 2026 · filed 19 February 2026
- exercised options over 37,500 shares of UpworkSEC Form 419 February 2026Common Stock · traded 18 February 2026 · filed 19 February 2026
- ▼ sold on the open market 26,292 shares of UpworkSEC Form 419 February 2026Common Stock · traded 18 February 2026 · filed 19 February 2026
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 422 December 2025Restricted Stock Units · traded 18 December 2025 · filed 22 December 2025
- exercised options over 9,700 shares of Upwork (a derivative holding)SEC Form 422 December 2025Restricted Stock Units · traded 18 December 2025 · filed 22 December 2025
- exercised options over 8,433 shares of UpworkSEC Form 422 December 2025Common Stock · traded 18 December 2025 · filed 22 December 2025
- exercised options over 9,700 shares of UpworkSEC Form 422 December 2025Common Stock · traded 18 December 2025 · filed 22 December 2025
- ▼ sold on the open market 9,044 shares of UpworkSEC Form 422 December 2025Common Stock · traded 18 December 2025 · filed 22 December 2025
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 November 2025Restricted Stock Units · traded 18 November 2025 · filed 20 November 2025
- exercised options over 37,500 shares of UpworkSEC Form 420 November 2025Common Stock · traded 18 November 2025 · filed 20 November 2025
- ▼ sold on the open market 9,059 shares of UpworkSEC Form 420 November 2025Common Stock · traded 18 November 2025 · filed 20 November 2025
- ▼ sold on the open market 9,434 shares of UpworkSEC Form 420 November 2025Common Stock · traded 18 November 2025 · filed 20 November 2025
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 422 September 2025Restricted Stock Units · traded 18 September 2025 · filed 22 September 2025
- exercised options over 9,700 shares of Upwork (a derivative holding)SEC Form 422 September 2025Restricted Stock Units · traded 18 September 2025 · filed 22 September 2025
- exercised options over 8,433 shares of UpworkSEC Form 422 September 2025Common Stock · traded 18 September 2025 · filed 22 September 2025
- exercised options over 9,700 shares of UpworkSEC Form 422 September 2025Common Stock · traded 18 September 2025 · filed 22 September 2025
- ▼ sold on the open market 8,730 shares of UpworkSEC Form 422 September 2025Common Stock · traded 18 September 2025 · filed 22 September 2025
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 August 2025Restricted Stock Units · traded 18 August 2025 · filed 20 August 2025
- exercised options over 37,500 shares of UpworkSEC Form 420 August 2025Common Stock · traded 18 August 2025 · filed 20 August 2025
- ▼ sold on the open market 19,036 shares of UpworkSEC Form 420 August 2025Common Stock · traded 18 August 2025 · filed 20 August 2025
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 423 June 2025Restricted Stock Units · traded 18 June 2025 · filed 23 June 2025
- exercised options over 9,699 shares of Upwork (a derivative holding)SEC Form 423 June 2025Restricted Stock Units · traded 18 June 2025 · filed 23 June 2025
- exercised options over 8,433 shares of UpworkSEC Form 423 June 2025Common Stock · traded 18 June 2025 · filed 23 June 2025
- exercised options over 9,699 shares of UpworkSEC Form 423 June 2025Common Stock · traded 18 June 2025 · filed 23 June 2025
- ▼ sold on the open market 9,267 shares of UpworkSEC Form 423 June 2025Common Stock · traded 18 June 2025 · filed 23 June 2025
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 419 May 2025Restricted Stock Units · traded 18 May 2025 · filed 19 May 2025
- exercised options over 37,500 shares of UpworkSEC Form 419 May 2025Common Stock · traded 18 May 2025 · filed 19 May 2025
- ▼ sold on the open market 19,677 shares of UpworkSEC Form 419 May 2025Common Stock · traded 19 May 2025 · filed 19 May 2025
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 420 March 2025Restricted Stock Units · traded 18 March 2025 · filed 20 March 2025
- was granted 155,195 shares of Upwork (a derivative holding)SEC Form 420 March 2025Restricted Stock Units · traded 18 March 2025 · filed 20 March 2025
- exercised options over 8,433 shares of UpworkSEC Form 420 March 2025Common Stock · traded 18 March 2025 · filed 20 March 2025
- ▼ sold on the open market 4,316 shares of UpworkSEC Form 420 March 2025Common Stock · traded 18 March 2025 · filed 20 March 2025
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 February 2025Restricted Stock Units · traded 18 February 2025 · filed 20 February 2025
- exercised options over 37,500 shares of UpworkSEC Form 420 February 2025Common Stock · traded 18 February 2025 · filed 20 February 2025
- ▼ sold on the open market 13,765 shares of UpworkSEC Form 420 February 2025Common Stock · traded 18 February 2025 · filed 20 February 2025
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 420 December 2024Restricted Stock Units · traded 18 December 2024 · filed 20 December 2024
- exercised options over 8,433 shares of UpworkSEC Form 420 December 2024Common Stock · traded 18 December 2024 · filed 20 December 2024
- ▼ sold on the open market 4,279 shares of UpworkSEC Form 420 December 2024Common Stock · traded 18 December 2024 · filed 20 December 2024
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 November 2024Restricted Stock Units · traded 18 November 2024 · filed 20 November 2024
- exercised options over 37,500 shares of UpworkSEC Form 420 November 2024Common Stock · traded 18 November 2024 · filed 20 November 2024
- ▼ sold on the open market 19,816 shares of UpworkSEC Form 420 November 2024Common Stock · traded 18 November 2024 · filed 20 November 2024
- exercised options over 8,433 shares of Upwork (a derivative holding)SEC Form 420 September 2024Restricted Stock Units · traded 18 September 2024 · filed 20 September 2024
- exercised options over 8,433 shares of UpworkSEC Form 420 September 2024Common Stock · traded 18 September 2024 · filed 20 September 2024
- ▼ sold on the open market 4,491 shares of UpworkSEC Form 420 September 2024Common Stock · traded 18 September 2024 · filed 20 September 2024
- exercised options over 37,500 shares of Upwork (a derivative holding)SEC Form 420 August 2024Restricted Stock Units · traded 18 August 2024 · filed 20 August 2024
- exercised options over 37,500 shares of UpworkSEC Form 420 August 2024Common Stock · traded 18 August 2024 · filed 20 August 2024
- ▼ sold on the open market 20,353 shares of UpworkSEC Form 420 August 2024Common Stock · traded 19 August 2024 · filed 20 August 2024
- exercised options over 8,432 shares of Upwork (a derivative holding)SEC Form 421 June 2024Restricted Stock Units · traded 18 June 2024 · filed 21 June 2024
- exercised options over 8,432 shares of UpworkSEC Form 421 June 2024Common Stock · traded 18 June 2024 · filed 21 June 2024
- ▼ sold on the open market 4,537 shares of UpworkSEC Form 421 June 2024Common Stock · traded 18 June 2024 · filed 21 June 2024
- exercised options over 150,000 shares of Upwork (a derivative holding)SEC Form 421 May 2024Restricted Stock Units · traded 18 May 2024 · filed 21 May 2024
- exercised options over 150,000 shares of UpworkSEC Form 421 May 2024Common Stock · traded 18 May 2024 · filed 21 May 2024
- ▼ sold on the open market 69,940 shares of UpworkSEC Form 421 May 2024Common Stock · traded 20 May 2024 · filed 21 May 2024
- was granted 134,926 shares of Upwork (a derivative holding)SEC Form 420 March 2024Restricted Stock Units · traded 18 March 2024 · filed 20 March 2024
- was granted 600,000 shares of Upwork (a derivative holding)SEC Form 422 May 2023Restricted Stock Units (RSU) · traded 18 May 2023 · filed 22 May 2023
Positions come from the unitedstates/congress-legislators roster, the Office of Government Ethics and the SEC’s Form 4 index. Every disclosed line names its own source and links the document the government published; we print what the filing says and never a price we did not read from it. Headlines and links come from the GDELT Global Knowledge Graph — the story stays with the publisher. The portrait, where we have one, is the public-domain Congressional Bioguide photograph.