UPWK
Upwork Inc.$9.25+0.23 (+2.49%)Prev Close$9.03·MCap$1.12B·P/E11.56·Vol1.70M·Yield—
▲
Buys (12M)
0
$0.00
▼
Sells (12M)
35
$20.61M
◆
Net Activity
Net Seller
$20.61M
●
Active Insiders
7
last 12 mo
Over the past 12 months, insider activity at Upwork Inc. (UPWK) has been exclusively selling, with 0 insider purchases totaling $0.00 and 35 insider sales totaling $20.61M. The most recent insider transaction was by Gessert Erica (officer: Chief Financial Officer), who sold $74.7K worth of shares on Jun 23, 2026. Upwork Inc. operates in the Industrials sector, within the Staffing & Employment Services industry, with a market cap of $1.12B.
UPWK Insider Trading Activity
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Jun 23, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 9,169 | $8.15 | $74.7K | 341,609 |
| Jun 23, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 23,468 | $8.15 | $191.3K | 797,495 |
| Jun 23, 2026 | Mekhalfa Sabrina | officer: Chief Accounting Officer | Sell | 1,276 | $8.15 | $10.4K | 4,396 |
| May 20, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 72,546 | $8.60 | $623.8K | 824,552 |
| May 20, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 22,162 | $8.66 | $192.0K | 332,646 |
| May 20, 2026 | Kappus Anthony Ray | officer: GM & Chief Operating Officer | Sell | 1,905 | $8.66 | $16.5K | 3,209-37% |
| Mar 20, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 9,278 | $12.31 | $114.2K | 307,240 |
| Mar 20, 2026 | Mekhalfa Sabrina | officer: Chief Accounting Officer | Sell | 1,482 | $12.31 | $18.2K | 2,095-41% |
| Mar 20, 2026 | Bottoms Dave | officer: GM, Marketplace | Sell | 18,575 | $12.00 | $223.0K | 9,678-66% |
| Mar 20, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 23,745 | $12.31 | $292.3K | 798,732 |
| Feb 19, 2026 | Bottoms Dave | officer: GM, Marketplace | Sell | 32,662 | $13.66 | $446.3K | 15,994-67% |
| Feb 19, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 123,152 | $13.80 | $1.70M | 826,067 |
| Feb 19, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 26,292 | $13.80 | $362.9K | 298,386 |
| Feb 17, 2026 | Bottoms Dave | GM, Marketplace | Sell | 32,662 | $13.66 | $446.3K | 0 |
| Feb 17, 2026 | Brown Hayden | President & CEO | Sell | 123,152 | $13.80 | $1.70M | 0 |
| Feb 17, 2026 | Gessert Erica | Chief Financial Officer | Sell | 26,292 | $13.80 | $362.9K | 0 |
| Dec 22, 2025 | Bottoms Dave | GM, Marketplace | Sell | 20,907 | $20.62 | $431.1K | 9,967-68% |
| Dec 22, 2025 | Brown Hayden | President & CEO | Sell | 23,147 | $20.59 | $476.6K | 721,158 |
| Dec 22, 2025 | Gessert Erica | Chief Financial Officer | Sell | 9,044 | $20.59 | $186.2K | 246,701 |
| Nov 28, 2025 | Brown Hayden | President & CEO | Sell | 350,000 | $19.51 | $6.83M | 972,894-26% |
| Nov 25, 2025 | Brown Hayden | President & CEO | Sell | 60,000 | $18.20 | $1.09M | 1,047,894 |
| Nov 25, 2025 | Steele Gary | Sell | 12,500 | $17.51 | $218.8K | 85,129 | |
| Nov 20, 2025 | Brown Hayden | President & CEO | Sell | 24,846 | $16.70 | $415.0K | 1,120,626 |
| Nov 20, 2025 | Gessert Erica | Chief Financial Officer | Sell | 18,493 | $16.70 | $308.8K | 247,046 |
| Nov 19, 2025 | Bottoms Dave | GM, Marketplace | Sell | 4,311 | $17.25 | $74.4K | 3,140-58% |
| Sep 22, 2025 | Bottoms Dave | GM, Marketplace | Sell | 20,908 | $19.55 | $408.6K | 10,359-67% |
| Sep 22, 2025 | Gessert Erica | Chief Financial Officer | Sell | 8,730 | $19.16 | $167.3K | 218,605 |
| Sep 19, 2025 | Brown Hayden | President & CEO | Sell | 82,344 | $19.04 | $1.57M | 1,102,358 |
| Sep 3, 2025 | Bottoms Dave | GM, Marketplace | Sell | 1,690 | $14.95 | $25.3K | 345-83% |
| Aug 21, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 1,686 | $13.88 | $23.4K | 748-69% |
| Aug 20, 2025 | Bottoms Dave | GM, Marketplace | Sell | 2,060 | $13.84 | $28.5K | 2,035-50% |
| Aug 20, 2025 | Gessert Erica | Chief Financial Officer | Sell | 19,036 | $13.84 | $263.4K | 209,202 |
| Aug 19, 2025 | Brown Hayden | President & CEO | Sell | 85,577 | $13.78 | $1.18M | 1,118,291 |
| Aug 18, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 2,235 | $13.93 | $31.1K | 2,434-48% |
| Aug 12, 2025 | Bottoms Dave | GM, Marketplace | Sell | 9,000 | $12.88 | $115.9K | 345-96% |
| Jun 24, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 2,590 | $13.24 | $34.3K | 3,884-40% |
| Jun 23, 2025 | Bottoms Dave | GM, Marketplace | Sell | 11,562 | $13.51 | $156.1K | 9,345-55% |
| Jun 23, 2025 | Brown Hayden | President & CEO | Sell | 23,716 | $13.51 | $320.3K | 1,153,485 |
| Jun 23, 2025 | Gessert Erica | Chief Financial Officer | Sell | 9,267 | $13.51 | $125.2K | 190,738 |
| Jun 23, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 1,879 | $13.50 | $25.4K | 4,632-29% |
| Jun 9, 2025 | Srinivasan Leela | Sell | 9,834 | $15.23 | $149.7K | 82,783 | |
| May 22, 2025 | Bottoms Dave | GM, Marketplace | Sell | 1,620 | $16.41 | $26.6K | 0Exit |
| May 22, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 1,655 | $16.41 | $27.2K | 1,294-56% |
| May 19, 2025 | Bottoms Dave | GM, Marketplace | Sell | 3,139 | $16.81 | $52.8K | 1,620-66% |
| May 19, 2025 | Brown Hayden | President & CEO | Sell | 86,438 | $16.98 | $1.47M | 1,152,197 |
| May 19, 2025 | Gessert Erica | Chief Financial Officer | Sell | 19,677 | $16.56 | $325.9K | 181,873 |
| May 19, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 4,077 | $17.06 | $69.5K | 3,393-55% |
| May 15, 2025 | LAYTON THOMAS | Sell | 500,000 | $17.49 | $8.75M | 1,867,769 | |
| May 14, 2025 | Brown Hayden | President & CEO | Sell | 20,000 | $17.09 | $341.8K | 1,163,741 |
| May 14, 2025 | NELSON ELIZABETH A | Sell | 60,000 | $17.43 | $1.05M | 356,712 |
Showing 1–50 of 181
1 / 4
UPWK Insider Buying Activity
The following table shows recent insider purchases of Upwork Inc. (UPWK) stock reported via SEC Form 4 filings.
No insider buying activity found for UPWK in the last 12 months.
UPWK Insider Selling Activity
The following table shows recent insider sales of Upwork Inc. (UPWK) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Jun 23, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 9,169 | $8.15 | $74.7K | 341,609 |
| Jun 23, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 23,468 | $8.15 | $191.3K | 797,495 |
| Jun 23, 2026 | Mekhalfa Sabrina | officer: Chief Accounting Officer | Sell | 1,276 | $8.15 | $10.4K | 4,396 |
| May 20, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 72,546 | $8.60 | $623.8K | 824,552 |
| May 20, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 22,162 | $8.66 | $192.0K | 332,646 |
| May 20, 2026 | Kappus Anthony Ray | officer: GM & Chief Operating Officer | Sell | 1,905 | $8.66 | $16.5K | 3,209-37% |
| Mar 20, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 9,278 | $12.31 | $114.2K | 307,240 |
| Mar 20, 2026 | Mekhalfa Sabrina | officer: Chief Accounting Officer | Sell | 1,482 | $12.31 | $18.2K | 2,095-41% |
| Mar 20, 2026 | Bottoms Dave | officer: GM, Marketplace | Sell | 18,575 | $12.00 | $223.0K | 9,678-66% |
| Mar 20, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 23,745 | $12.31 | $292.3K | 798,732 |
| Feb 19, 2026 | Bottoms Dave | officer: GM, Marketplace | Sell | 32,662 | $13.66 | $446.3K | 15,994-67% |
| Feb 19, 2026 | Brown Hayden | director, officer: President & CEO | Sell | 123,152 | $13.80 | $1.70M | 826,067 |
| Feb 19, 2026 | Gessert Erica | officer: Chief Financial Officer | Sell | 26,292 | $13.80 | $362.9K | 298,386 |
| Feb 17, 2026 | Bottoms Dave | GM, Marketplace | Sell | 32,662 | $13.66 | $446.3K | 0 |
| Feb 17, 2026 | Brown Hayden | President & CEO | Sell | 123,152 | $13.80 | $1.70M | 0 |
| Feb 17, 2026 | Gessert Erica | Chief Financial Officer | Sell | 26,292 | $13.80 | $362.9K | 0 |
| Dec 22, 2025 | Bottoms Dave | GM, Marketplace | Sell | 20,907 | $20.62 | $431.1K | 9,967-68% |
| Dec 22, 2025 | Brown Hayden | President & CEO | Sell | 23,147 | $20.59 | $476.6K | 721,158 |
| Dec 22, 2025 | Gessert Erica | Chief Financial Officer | Sell | 9,044 | $20.59 | $186.2K | 246,701 |
| Nov 28, 2025 | Brown Hayden | President & CEO | Sell | 350,000 | $19.51 | $6.83M | 972,894-26% |
| Nov 25, 2025 | Brown Hayden | President & CEO | Sell | 60,000 | $18.20 | $1.09M | 1,047,894 |
| Nov 25, 2025 | Steele Gary | Sell | 12,500 | $17.51 | $218.8K | 85,129 | |
| Nov 20, 2025 | Brown Hayden | President & CEO | Sell | 24,846 | $16.70 | $415.0K | 1,120,626 |
| Nov 20, 2025 | Gessert Erica | Chief Financial Officer | Sell | 18,493 | $16.70 | $308.8K | 247,046 |
| Nov 19, 2025 | Bottoms Dave | GM, Marketplace | Sell | 4,311 | $17.25 | $74.4K | 3,140-58% |
| Sep 22, 2025 | Bottoms Dave | GM, Marketplace | Sell | 20,908 | $19.55 | $408.6K | 10,359-67% |
| Sep 22, 2025 | Gessert Erica | Chief Financial Officer | Sell | 8,730 | $19.16 | $167.3K | 218,605 |
| Sep 19, 2025 | Brown Hayden | President & CEO | Sell | 82,344 | $19.04 | $1.57M | 1,102,358 |
| Sep 3, 2025 | Bottoms Dave | GM, Marketplace | Sell | 1,690 | $14.95 | $25.3K | 345-83% |
| Aug 21, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 1,686 | $13.88 | $23.4K | 748-69% |
| Aug 20, 2025 | Bottoms Dave | GM, Marketplace | Sell | 2,060 | $13.84 | $28.5K | 2,035-50% |
| Aug 20, 2025 | Gessert Erica | Chief Financial Officer | Sell | 19,036 | $13.84 | $263.4K | 209,202 |
| Aug 19, 2025 | Brown Hayden | President & CEO | Sell | 85,577 | $13.78 | $1.18M | 1,118,291 |
| Aug 18, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 2,235 | $13.93 | $31.1K | 2,434-48% |
| Aug 12, 2025 | Bottoms Dave | GM, Marketplace | Sell | 9,000 | $12.88 | $115.9K | 345-96% |
| Jun 24, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 2,590 | $13.24 | $34.3K | 3,884-40% |
| Jun 23, 2025 | Bottoms Dave | GM, Marketplace | Sell | 11,562 | $13.51 | $156.1K | 9,345-55% |
| Jun 23, 2025 | Brown Hayden | President & CEO | Sell | 23,716 | $13.51 | $320.3K | 1,153,485 |
| Jun 23, 2025 | Gessert Erica | Chief Financial Officer | Sell | 9,267 | $13.51 | $125.2K | 190,738 |
| Jun 23, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 1,879 | $13.50 | $25.4K | 4,632-29% |
| Jun 9, 2025 | Srinivasan Leela | Sell | 9,834 | $15.23 | $149.7K | 82,783 | |
| May 22, 2025 | Bottoms Dave | GM, Marketplace | Sell | 1,620 | $16.41 | $26.6K | 0Exit |
| May 22, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 1,655 | $16.41 | $27.2K | 1,294-56% |
| May 19, 2025 | Bottoms Dave | GM, Marketplace | Sell | 3,139 | $16.81 | $52.8K | 1,620-66% |
| May 19, 2025 | Brown Hayden | President & CEO | Sell | 86,438 | $16.98 | $1.47M | 1,152,197 |
| May 19, 2025 | Gessert Erica | Chief Financial Officer | Sell | 19,677 | $16.56 | $325.9K | 181,873 |
| May 19, 2025 | Marie Olivier | Chief Accounting Officer | Sell | 4,077 | $17.06 | $69.5K | 3,393-55% |
| May 15, 2025 | LAYTON THOMAS | Sell | 500,000 | $17.49 | $8.75M | 1,867,769 | |
| May 14, 2025 | Brown Hayden | President & CEO | Sell | 20,000 | $17.09 | $341.8K | 1,163,741 |
| May 14, 2025 | NELSON ELIZABETH A | Sell | 60,000 | $17.43 | $1.05M | 356,712 |
UPWK Insiders
Similar Stocks to UPWK
ADP
Automatic Data Processing, Inc.
$245.86-0.17%
$96.48B
PAYX
Paychex, Inc.
$109.63+0.13%
$37.90B
TNET
TriNet Group, Inc.
$57.49+1.14%
$2.55B
NSP
Insperity, Inc.
$47.70+0.43%
$1.81B
BBSI
Barrett Business Services, Inc.
$38.95+1.27%
$934.5M
KELYA
Kelly Services, Inc.
$14.30+1.63%
$466.0M
ZIP
ZipRecruiter, Inc.
$4.08+3.16%
$338.2M
HQI
HireQuest, Inc.
$12.60+0.00%
$157.9M