InsiderTrades

Form 4 for UPWK UPWORK, INC

Accepted 2026-09-22 16:18:52 ET · period of report 2026-09-18 · accession 0001975669-26-000013 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DM 2026-09-22 16:18 2026-09-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 382.9K +5% —
D 2026-09-22 16:18 2026-09-18 UPWK Gessert Erica CFO S - Sale+OE $8.45 -9,336 373.6K -2% -$78.9K
DM 2026-09-22 16:18 2026-09-18 UPWK Gessert Erica CFO M - OptEx $0.00 -18.1K 97.0K -16% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2026-09-18 M A 8,433 — 373,222 D — — (F1) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
2 Common Common Stock 2026-09-18 M A 9,700 — 382,922 D — — (F1) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
3 Common Common Stock 2026-09-18 S D 9,336 $8.45 373,586 D — — (F2) Represents the number of shares required to be sold by the Reporting Person to cover tax withholding obligations in connection with the vesting of the RSUs listed in Table II. This sale is mandated by the Issuer's election under its equity incentive plans to require the satisfaction of tax withholding obligations to be funded by a "sell to cover" transaction and does not represent a discretionary trade by the Reporting Person. (F3) The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.315 to $8.52 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.
4 Derivative Restricted Stock Units 2026-09-18 M D 8,433 $0.00 50,598 D — · — to — 8,433 Common Stock (F1) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. (F4) The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. (F4) The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
5 Derivative Restricted Stock Units 2026-09-18 M D 9,700 $0.00 96,997 D — · — to — 9,700 Common Stock (F1) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. (F5) The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. (F5) The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.