UPWK
UPWORK, INC · Technology · Market cap $1.2B
Insiders sold $1.5M net in the last 90 days ·4 sellers, 0 buyers· 1 of 8 sales under Rule 10b5-1 plans· latest Form 4 filed Oct 20, 2026
Insider Buying
$0
reported purchases (SEC code P)
Insider Selling
$15.8M
reported sales (SEC code S)
Unique Insiders
6
in the rolling window
Latest filing
Oct 20, 2026
Kappus Anthony Ray
UPWORK, INC (UPWK) has 37 SEC Form 4 filings (110 transaction rows) in the rolling window, disclosed by 6 distinct insiders. Most recent filing: Oct 20, 2026.
Inside the rolling window, 6 insiders at UPWORK, INC reported no open-market purchases and 36 open-market sales totaling $15.8M. The most active filer is President & CEO Brown Hayden with 11 filings. Insiders have net sold $2.6M over the trailing 6 months. The most recent open-market filing is a sale of 559 shares by GM & Chief Operating Officer Kappus Anthony Ray, dated Oct 19, 2026, worth $5K.
- Industry:Staffing & Employment Services
- CEO:Hayden Brown
- Employees:630
- HQ:Palo Alto, CA, US
- IPO:2018-10-03
| Source | |||||||
|---|---|---|---|---|---|---|---|
| GM & Chief Operating Officer | Sale | 559 | $5K | Oct 20 | +7.3% | SEC ↗ | |
| President & CEO | Sale | 23,893 | $202K | Sep 22 | +12.5% | SEC ↗ | |
| Chief Financial Officer | Sale | 9,336 | $79K | Sep 22 | +12.5% | SEC ↗ | |
Mekhalfa SabrinaFirst in 3 months | Chief Accounting Officer | Sale | 1,299 | $11K | Sep 22 | +12.5% | SEC ↗ |
| GM & Chief Operating Officer | Sale | 45,732 | $386K | Sep 22 | +12.5% | SEC ↗ | |
| President & CEO | Sale | 73,241 | $617K | Aug 20 | +8.4% | SEC ↗ | |
| Chief Financial Officer | Sale | 22,844 | $192K | Aug 20 | +8.4% | SEC ↗ | |
Kappus Anthony RayFirst in 3 months | GM & Chief Operating Officer | Sale | 1,964 | $17K | Aug 20 | +8.4% | SEC ↗ |
| President & CEO | Sale | 23,468 | $191K | Jun 23 | +14.4% | SEC ↗ | |
| Chief Financial Officer | Sale | 9,169 | $75K | Jun 23 | — | SEC ↗ | |
Mekhalfa SabrinaFirst in 3 months | Chief Accounting Officer | Sale | 1,276 | $10K | Jun 23 | — | SEC ↗ |
| President & CEO | Sale | 72,546 | $624K | May 20 | — | SEC ↗ | |
| Chief Financial Officer | Sale | 22,162 | $192K | May 20 | — | SEC ↗ | |
Kappus Anthony RayFirst filing | GM & Chief Operating Officer | Sale | 1,905 | $17K | May 20 | — | SEC ↗ |
| GM, Marketplace | Sale | 11,575 | $143K | Mar 20 | — | SEC ↗ | |
| GM, Marketplace | Sale | 7,000 | $80K | Mar 20 | — | SEC ↗ | |
| Chief Financial Officer | Sale | 9,278 | $114K | Mar 20 | — | SEC ↗ | |
| President & CEO | Sale | 23,745 | $292K | Mar 20 | — | SEC ↗ | |
Mekhalfa SabrinaFirst filing | Chief Accounting Officer | Sale | 1,482 | $18K | Mar 20 | — | SEC ↗ |
| President & CEO | Sale | 123,152 | $1.7M | Feb 19 | — | SEC ↗ | |
| Chief Financial Officer | Sale | 26,292 | $363K | Feb 19 | — | SEC ↗ | |
| GM, Marketplace | Sale | 17,013 | $235K | Feb 19 | — | SEC ↗ | |
| GM, Marketplace | Sale | 15,649 | $211K | Feb 19 | — | SEC ↗ | |
| GM, Marketplace | Sale | 11,285 | $232K | Dec 22 | — | SEC ↗ | |
| GM, Marketplace | Sale | 9,622 | $199K | Dec 22 | — | SEC ↗ |
Congress trading UPWK 1 all-time
- RRep. Chuck FleischmannOther$1,001 - $15,0002023-04-10
STOCK Act disclosures are filed up to 45 days after the trade. Amount is a disclosed range, not an exact figure.
Frequently asked questions
How many SEC Form 4 insider filings does UPWK have?
UPWORK, INC (UPWK) has 37 SEC Form 4 filings (110 transaction rows) in the rolling 365-day window, disclosed by 6 distinct insiders. Most recent filing: Oct 20, 2026.
When was the most recent SEC Form 4 filing for UPWK?
The most recent Form 4 filing for UPWK on Tracefour is dated Oct 20, 2026.
Who is the most active insider at UPWK?
The most active SEC Form 4 filer at UPWK in the rolling window is President & CEO Brown Hayden, with 11 filings.
What is the net insider flow at UPWK over the last 6 months?
Over the trailing 180 days, insiders at UPWK have net sold $2.6M based on SEC Form 4 disclosures.
What is the total insider buy and sell value at UPWK in the current window?
Inside the rolling window, insiders at UPWK bought $0 and sold $15.8M based on SEC Form 4 filings.
Can I get alerts for UPWK insider trading?
Yes. Tracefour sends a free email when a new SEC Form 4 purchase or sale is filed at UPWORK, INC (UPWK). Alerts are set per company from the page itself, there is no paid tier, and each email links to the original filing on SEC EDGAR.
Related companies
UPWORK, INC is in the Technology sector.