Upwork Inc. (UPWK) Insider Trading
Over the last 3 months, UPWK insiders made 0 open-market buys and 8 sales, a net sale of -$1.1M (SEC Form 4). Over the last 6 months, 239 institutions increased and 185 reduced their position (13F).
Insider Activity
Sentiment
0/100
Buys (3m)
0
Sells (3m)
8
Net (3m)
-$1.1M
Insider trades by month Buys Sells
Feb
Mar
May
Jun
Jul
Aug
Context3-month price -5.1%Institutions accumulating (13F)
| Date | Insider | Type | Shares | Price |
|---|---|---|---|---|
| Aug 20, 2026 | Gessert Ericaofficer: Chief Financial Officer | Option | 37,500 | — |
| Aug 20, 2026 | Brown Haydendirector, officer: President & CEO | Option | 13,639 | — |
| Aug 20, 2026 | Gessert Ericaofficer: Chief Financial Officer | Option | 8,524 | — |
| Aug 20, 2026 | Kappus Anthony Rayofficer: GM & Chief Operating Officer | Sell | 1,964 | $8.43 |
| Aug 20, 2026 | Brown Haydendirector, officer: President & CEO | Option | 18,333 | — |
| Aug 20, 2026 | Brown Haydendirector, officer: President & CEO | Option | 14,850 | — |
| Aug 20, 2026 | Gessert Ericaofficer: Chief Financial Officer | Sell | 22,844 | $8.43 |
| Aug 20, 2026 | Brown Haydendirector, officer: President & CEO | Sell | 23,241 | $8.43 |
| Aug 20, 2026 | Kappus Anthony Rayofficer: GM & Chief Operating Officer | Option | 5,115 | — |
| Aug 20, 2026 | Brown Haydendirector, officer: President & CEO | Sell | 50,000 | $8.43 |
| Jul 21, 2026 | Kappus Anthony Rayofficer: GM & Chief Operating Officer | Option | 1,412 | — |
| Jul 21, 2026 | Kappus Anthony Rayofficer: GM & Chief Operating Officer | Sell | 558 | $9.06 |
| Jun 23, 2026 | Brown Haydendirector, officer: President & CEO | Option | 17,733 | — |
| Jun 23, 2026 | Gessert Ericaofficer: Chief Financial Officer | Option | 9,700 | — |
| Jun 23, 2026 | Brown Haydendirector, officer: President & CEO | Option | 28,678 | — |
| Jun 23, 2026 | Mekhalfa Sabrinaofficer: Chief Accounting Officer | Sell | 1,276 | $8.15 |
| Jun 23, 2026 | Gessert Ericaofficer: Chief Financial Officer | Option | 8,432 | — |
| Jun 23, 2026 | Mekhalfa Sabrinaofficer: Chief Accounting Officer | Option | 3,577 | — |
| Jun 23, 2026 | Brown Haydendirector, officer: President & CEO | Sell | 23,468 | $8.15 |
| Jun 23, 2026 | Gessert Ericaofficer: Chief Financial Officer | Sell | 9,169 | $8.15 |
| Jun 8, 2026 | LISSY DAVID Hdirector | Grant | 45,146 | — |
| Jun 8, 2026 | LAYTON THOMASdirector | Grant | 20,880 | — |
| Jun 8, 2026 | LAYTON THOMASdirector | Grant | 6,772 | — |
| Jun 8, 2026 | KELMAN GLENNdirector | Grant | 6,207 | — |
| Jun 8, 2026 | KELMAN GLENNdirector | Grant | 20,880 | — |
| Jun 8, 2026 | EVAN DANA Ldirector | Grant | 20,880 | — |
| Jun 8, 2026 | LAYTON THOMASdirector | Grant | 6,207 | — |
| Jun 8, 2026 | HARVEY KEVINdirector | Grant | 6,207 | — |
| Jun 8, 2026 | Steele Garydirector | Grant | 20,880 | — |
| Jun 8, 2026 | Steele Garydirector | Grant | 6,207 | — |
Source: UPWK SEC Form 4 filings, latest Aug 20, 2026. For informational purposes only — not investment advice.
Institutional activity (13F)
How institutions changed their UPWK positions over the last 6 months (SEC Form 13F).
Increased
239
New positions
110
Reduced
185
Sold out
48
Largest moves
| Institution | Action | Shares | Filed |
|---|---|---|---|
| BlackRock, Inc. | Increased | 19.3M | Aug 7, 2026 |
| BLACKROCK, INC. | Reduced | 18.9M | May 13, 2026 |
| PRICE T ROWE ASSOCIATES INC /MD/ | Reduced | 17.4M | May 15, 2026 |
| VANGUARD PORTFOLIO MANAGEMENT LLC | Increased | 7.9M | Aug 13, 2026 |
| VANGUARD PORTFOLIO MANAGEMENT LLC | New Position | 7.8M | May 8, 2026 |
| Ancient Art, L.P. | Increased | 7.2M | Aug 14, 2026 |
| LSV ASSET MANAGEMENT | Increased | 6.8M | May 11, 2026 |
| LSV ASSET MANAGEMENT | Reduced | 6.4M | Aug 6, 2026 |
| ANCIENT ART, L.P. | Increased | 6.0M | May 15, 2026 |
| VANGUARD CAPITAL MANAGEMENT LLC | New Position | 5.6M | May 15, 2026 |
| VANGUARD CAPITAL MANAGEMENT LLC | Reduced | 5.3M | Aug 13, 2026 |
| STATE STREET CORP | Increased | 5.2M | Aug 7, 2026 |
| STATE STREET CORP | Increased | 5.1M | May 15, 2026 |
| Capital International Investors | Increased | 4.9M | Aug 12, 2026 |
| DIMENSIONAL FUND ADVISORS LP | Increased | 4.7M | Aug 11, 2026 |
Source: SEC Form 13F filings. For informational purposes only — not investment advice.