UPWK
Upwork, IncTrades by corporate insiders — officers, directors and holders of more than 10% of the shares — disclosed to the SEC on Forms 3, 4 and 5. Form 4 must be filed within two business days of the trade.
Insider Sentiment Score
Peer-relative 0–100 rank of how aggressively insiders accumulated over the trailing 90 days. See the full ranking.
| Date | Insider | Role | Type | Security | Shares |
|---|---|---|---|---|---|
| 2026-06-18 | Gessert Erica |
Chief Financial Officer |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. 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. |
Restricted Stock Units
|
8,432 |
| 2026-06-18 | Gessert Erica |
Chief Financial Officer |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.02 to $8.25 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. |
Common Stock
|
9,169 |
| 2026-06-18 | Gessert Erica |
Chief Financial Officer |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. 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. |
Restricted Stock Units
|
9,700 |
| 2026-06-18 | Brown Hayden |
Director, President & CEO |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. 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. |
Restricted Stock Units
|
17,733 |
| 2026-06-18 | Mekhalfa Sabrina |
Chief Accounting Officer |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.02 to $8.25 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. |
Common Stock
|
1,276 |
| 2026-06-18 | Mekhalfa Sabrina |
Chief Accounting Officer |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest in equal quarterly installments over three years beginning on March 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
3,577 |
| 2026-06-18 | Brown Hayden |
Director, President & CEO |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
17,733 |
| 2026-06-18 | Mekhalfa Sabrina |
Chief Accounting Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
3,577 |
| 2026-06-18 | Brown Hayden |
Director, President & CEO |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
28,678 |
| 2026-06-18 | Brown Hayden |
Director, President & CEO |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.02 to $8.25 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. |
Common Stock
|
23,468 |
| 2026-06-18 | Brown Hayden |
Director, President & CEO |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. 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. |
Restricted Stock Units
|
28,678 |
| 2026-06-18 | Gessert Erica |
Chief Financial Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
8,432 |
| 2026-06-18 | Gessert Erica |
Chief Financial Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
9,700 |
| 2026-06-04 | EVAN DANA L |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of restricted stock units ("RSUs"). 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
20,880 |
| 2026-06-04 | KELMAN GLENN |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
20,880 |
| 2026-06-04 | Steele Gary |
President, Go-to-Market |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of restricted stock units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
6,207 |
| 2026-06-04 | LAYTON THOMAS |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
20,880 |
| 2026-06-04 | HARVEY KEVIN |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
20,880 |
| 2026-06-04 | Steele Gary |
President, Go-to-Market |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
20,880 |
| 2026-06-04 | HARVEY KEVIN |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of restricted stock units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
6,207 |
| 2026-06-04 | LAYTON THOMAS |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of Restricted Stock Units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date. Reflects a gift of 21,365 shares by the Reporting Person to a trust for the benefit of the Reporting Person. |
Common Stock
|
6,207 |
| 2026-06-04 | KELMAN GLENN |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of restricted stock units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
6,207 |
| 2026-06-04 | LAYTON THOMAS |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of Restricted Stock Units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
6,772 |
| 2026-06-04 | LISSY DAVID H |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. |
Common Stock
|
20,880 |
| 2026-06-04 | BRAMLEY CLAIRE |
Controller |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of restricted stock units ("RSUs"). The RSUs vest as to 1/3 of the total number of shares on each of June 4, 2027 and June 4, 2028, and then 1/3 of the total number of shares vest on the earlier of (a) the date immediately prior to the Issuer's 2029 annual meeting of stockholders and (b) December 31, 2029, in each case subject to continued service through each vesting date. |
Common Stock
|
45,146 |
| 2026-06-04 | LISSY DAVID H |
Director |
Award↑
Filing footnotes — Common Stock (Direct)
Represents an award of restricted stock units ("RSUs"). The RSUs vest as to 1/3 of the total number of shares on each of June 4, 2027 and June 4, 2028, and then 1/3 of the total number of shares vest on the earlier of (a) the date immediately prior to the Issuer's 2029 annual meeting of stockholders and (b) December 31, 2029, in each case subject to continued service through each vesting date. |
Common Stock
|
45,146 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. 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. |
Restricted Stock Units
|
18,334 |
| 2026-05-18 | Kappus Anthony Ray |
GM & Chief Operating Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
5,114 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. Reflects 1,544 shares acquired under the Issuer's employee stock purchase plan on May 14, 2026. |
Common Stock
|
14,850 |
| 2026-05-18 | Gessert Erica |
Chief Financial Officer |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest 25% on May 18, 2024 and then 1/16th of the total number of shares on each quarterly anniversary thereafter, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
37,500 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.57 to $8.73 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. |
Common Stock
|
22,546 |
| 2026-05-18 | Kappus Anthony Ray |
GM & Chief Operating Officer |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.57 to $8.73 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. |
Common Stock
|
1,905 |
| 2026-05-18 | Gessert Erica |
Chief Financial Officer |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.57 to $8.73 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. |
Common Stock
|
22,162 |
| 2026-05-18 | Kappus Anthony Ray |
GM & Chief Operating Officer |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
5,114 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
13,638 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Sell↓
Filing footnotes — Common Stock (Direct)
This transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person on November 19, 2025. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.10 to $8.79 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. |
Common Stock
|
50,000 |
| 2026-05-18 | Gessert Erica |
Chief Financial Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
8,524 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. 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. |
Restricted Stock Units
|
14,850 |
| 2026-05-18 | Gessert Erica |
Chief Financial Officer |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
8,524 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
18,334 |
| 2026-05-18 | Gessert Erica |
Chief Financial Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. Reflects 1,544 shares acquired under the Issuer's employee stock purchase plan on May 14, 2026. |
Common Stock
|
37,500 |
| 2026-05-18 | Brown Hayden |
Director, President & CEO |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
13,638 |
| 2026-04-18 | Kappus Anthony Ray |
GM & Chief Operating Officer |
Award↑
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest in equal quarterly installments over four years beginning on July 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
22,603 |
| 2026-03-19 | Bottoms Dave |
GM, Marketplace |
Sell↓
Filing footnotes — Common Stock (Direct)
This transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person on May 30, 2025. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $11.33 to $11.72 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. |
Common Stock
|
7,000 |
| 2026-03-18 | Mekhalfa Sabrina |
Chief Accounting Officer |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $12.13 to $12.52 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. |
Common Stock
|
1,482 |
| 2026-03-18 | Brown Hayden |
Director, President & CEO |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
28,677 |
| 2026-03-18 | Gessert Erica |
Chief Financial Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
8,433 |
| 2026-03-18 | Bottoms Dave |
GM, Marketplace |
Convert↓
Filing footnotes — Restricted Stock Units (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. The RSUs vest in equal quarterly installments over four years beginning on December 18, 2022, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. |
Restricted Stock Units
|
8,980 |
| 2026-03-18 | Brown Hayden |
Director, President & CEO |
Sell↓
Filing footnotes — Common Stock (Direct)
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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $12.13 to $12.52 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. |
Common Stock
|
23,745 |
| 2026-03-18 | Gessert Erica |
Chief Financial Officer |
Convert↑
Filing footnotes — Common Stock (Direct)
Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. |
Common Stock
|
9,699 |