X0508 4 2025-06-05 false 0001627475 UPWORK, INC UPWK 0001780545 Srinivasan Leela C/O UPWORK INC. 530 LYTTON AVENUE, SUITE 301 PALO ALTO CA 94301 true false false false true Common Stock 2025-06-05 4 A false 11370.00 0.00 A 89303.00 D Common Stock 2025-06-05 4 S false 6520.00 15.1625 D 82783.00 D Common Stock 2025-06-06 4 S false 3314.00 15.3559 D 79469.00 D Represents an award of restricted stock units ("RSUs"). The RSUs vest 100% on the earlier of (a) the date immediately prior to the Issuer's 2026 annual meeting of stockholders and (b) June 5, 2026, in each case subject to the continuing service of the Reporting Person through such date. This transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person on February 18, 2025 and was made to satisfy tax withholding obligations in connection with the vesting of the Reporting Person's prior year annual RSU award. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.99 to $15.30 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. This transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person on February 18, 2025 and was made for purposes of a charitable gift. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.22 to $15.49 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. /s/ Jacob McQuown, Attorney-in-Fact 2025-06-09