InsiderTrades

Form 4 for UPWK UPWORK, INC

Accepted 2025-08-19 00:00:00 ET · period of report 2025-08-15 · accession 0001562180-25-005888 · 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
DMT 2025-08-19 2025-08-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +50.4K 1.10M +5% —
DMT 2025-08-19 2025-08-15+ UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $13.78 -85.6K 1.12M -7% -$1.18M
DMT 2025-08-19 2025-08-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx $0.00 -50.4K 110.0K -31% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2025-08-18 M A 18,334 — 1,143,868 D — — (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
2 Common Common Stock 2025-08-18 M A 14,850 — 1,125,534 D — — (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
3 Common Common Stock 2025-08-18 M A 7,610 — 1,110,684 D — — (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
4 Common Common Stock 2025-08-18 M A 9,589 — 1,103,074 D — — (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
5 Common Common Stock 2025-08-15 S D 60,000 $13.76 1,093,485 D — — (F2) The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $13.64 to $14.01 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.
6 Common Common Stock 2025-08-18 S D 25,577 $13.84 1,118,291 D — — (F5) The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $13.74 to $13.987 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.
7 Derivative Restricted Stock Unit 2025-08-18 M D 14,850 $0.00 89,100 D — · — to — 14,850 Common Stock (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. (F8) The RSUs vest 25% on February 18, 2024, and then 6.25% of the total shares vest on each quarterly anniversary thereafter, subject to the Reporting Person's continued employment with the Issuer on each vesting date.
8 Derivative Restricted Stock Unit 2025-08-18 M D 7,610 $0.00 15,221 D — · — to — 7,610 Common Stock (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. (F7) The RSUs vest in equal quarterly installments over four years beginning on May 18, 2022, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
9 Derivative Restricted Stock Unit 2025-08-18 M D 9,589 $0.00 19,178 D — · — to — 9,589 Common Stock (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. (F6) The RSUs vest 25% on February 18, 2023, and then 6.25% of the total shares vest on each quarterly anniversary thereafter, subject to the Reporting Person's continued employment with the Issuer on each vesting date.
10 Derivative Restricted Stock Unit 2025-08-18 M D 18,334 $0.00 110,000 D — · — to — 18,334 Common Stock (F3) Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. (F9) The RSUs vest in equal quarterly installments over four years beginning on May 18, 2023, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.