Upwork, Inc. (UPWK) Insider Trading
Directors, officers and holders of more than 10% of UPWK report their trades in its stock on SEC Form 4, within two business days. Each row below is one Form 4 transaction line. The one-letter code says what kind of transaction it was: only P (purchase) and S (sale) are open-market or private trades; awards, option exercises, tax withholding and gifts carry other codes.
Recent Form 4 transactions
The 50 most recent of 433 transactions on file: 0 with code P, 13 with code S and 37 with other codes.
| Date | Insider | Title | Code | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Oct 19, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | S Sale | 559 | $8.43 | $4,712 |
| Oct 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 1,413 | Not measured | Not measured |
| Oct 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 1,413 | Not measured | Not measured |
| Sep 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | S Sale | 45,732 | $8.45 | $386,472 |
| Sep 18, 2026 | Brown Hayden | President & CEO | M Exercise | 17,733 | Not measured | Not measured |
| Sep 18, 2026 | Mekhalfa Sabrina | Chief Accounting Officer | S Sale | 1,299 | $8.45 | $10,978 |
| Sep 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 114,860 | Not measured | Not measured |
| Sep 18, 2026 | Mekhalfa Sabrina | Chief Accounting Officer | M Exercise | 3,578 | Not measured | Not measured |
| Sep 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 8,433 | Not measured | Not measured |
| Sep 18, 2026 | Mekhalfa Sabrina | Chief Accounting Officer | M Exercise | 3,578 | Not measured | Not measured |
| Sep 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 8,433 | Not measured | Not measured |
| Sep 18, 2026 | Gessert Erica | Chief Financial Officer | S Sale | 9,336 | $8.45 | $78,897 |
| Sep 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 9,700 | Not measured | Not measured |
| Sep 18, 2026 | Brown Hayden | President & CEO | M Exercise | 28,677 | Not measured | Not measured |
| Sep 18, 2026 | Brown Hayden | President & CEO | M Exercise | 17,733 | Not measured | Not measured |
| Sep 18, 2026 | Brown Hayden | President & CEO | M Exercise | 28,677 | Not measured | Not measured |
| Sep 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 114,860 | Not measured | Not measured |
| Sep 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 9,700 | Not measured | Not measured |
| Sep 18, 2026 | Brown Hayden | President & CEO | S Sale | 23,893 | $8.45 | $201,917 |
| Aug 18, 2026 | Brown Hayden | President & CEO | S Sale | 50,000 | $8.43 | $421,355 |
| Aug 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 5,115 | Not measured | Not measured |
| Aug 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 37,500 | Not measured | Not measured |
| Aug 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 8,524 | Not measured | Not measured |
| Aug 18, 2026 | Brown Hayden | President & CEO | M Exercise | 14,850 | Not measured | Not measured |
| Aug 18, 2026 | Gessert Erica | Chief Financial Officer | S Sale | 22,844 | $8.43 | $192,477 |
| Aug 18, 2026 | Brown Hayden | President & CEO | M Exercise | 18,333 | Not measured | Not measured |
| Aug 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 8,524 | Not measured | Not measured |
| Aug 18, 2026 | Brown Hayden | President & CEO | M Exercise | 13,639 | Not measured | Not measured |
| Aug 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 5,115 | Not measured | Not measured |
| Aug 18, 2026 | Brown Hayden | President & CEO | S Sale | 23,241 | $8.43 | $195,822 |
| Aug 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 37,500 | Not measured | Not measured |
| Aug 18, 2026 | Brown Hayden | President & CEO | M Exercise | 18,333 | Not measured | Not measured |
| Aug 18, 2026 | Brown Hayden | President & CEO | M Exercise | 14,850 | Not measured | Not measured |
| Aug 18, 2026 | Brown Hayden | President & CEO | M Exercise | 13,639 | Not measured | Not measured |
| Aug 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | S Sale | 1,964 | $8.43 | $16,548 |
| Jul 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 1,412 | Not measured | Not measured |
| Jul 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | S Sale | 558 | $9.06 | $5,053 |
| Jul 18, 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | M Exercise | 1,412 | Not measured | Not measured |
| Jun 18, 2026 | Brown Hayden | President & CEO | M Exercise | 17,733 | Not measured | Not measured |
| Jun 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 8,432 | Not measured | Not measured |
| Jun 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 9,700 | Not measured | Not measured |
| Jun 18, 2026 | Mekhalfa Sabrina | Chief Accounting Officer | S Sale | 1,276 | $8.15 | $10,401 |
| Jun 18, 2026 | Gessert Erica | Chief Financial Officer | S Sale | 9,169 | $8.15 | $74,734 |
| Jun 18, 2026 | Mekhalfa Sabrina | Chief Accounting Officer | M Exercise | 3,577 | Not measured | Not measured |
| Jun 18, 2026 | Brown Hayden | President & CEO | M Exercise | 28,678 | Not measured | Not measured |
| Jun 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 8,432 | Not measured | Not measured |
| Jun 18, 2026 | Brown Hayden | President & CEO | S Sale | 23,468 | $8.15 | $191,281 |
| Jun 18, 2026 | Brown Hayden | President & CEO | M Exercise | 28,678 | Not measured | Not measured |
| Jun 18, 2026 | Gessert Erica | Chief Financial Officer | M Exercise | 9,700 | Not measured | Not measured |
| Jun 18, 2026 | Mekhalfa Sabrina | Chief Accounting Officer | M Exercise | 3,577 | Not measured | Not measured |
The full Form 4 history is on the UPWK company page (Insider Trades card, View all).
Questions about this data
Which insider transactions are open-market trades?
Code P (open market or private purchase) and code S (open market or private sale). Code F is shares withheld to pay tax on vesting stock, A is an award from the company, M and X are option exercises and G is a gift. None of those is the insider choosing to buy or sell in the market.
How quickly are insider trades reported?
A Form 4 is due before the end of the second business day after the trade. The date shown is the transaction date from the form.
Who has to file Form 4?
Officers, directors and beneficial owners of more than 10% of a class of the company’s registered equity, under Section 16 of the Securities Exchange Act.
Look up any code in the Form 4 transaction code reference, or read Form 4 codes explained.