$UPWK insider trading
Over the last 12 months, Upwork insiders reported no purchases and 26 sales totaling $16.4M across SEC Form 4 filings. 31% of those filings were made under pre-arranged 10b5-1 trading plans.
- Bought · 12m
- — 0 events
- Sold · 12m
- $16.4M 26 events
- Events · 12m
- 26 Form 4 filings, grouped
- Insiders · 12m
- 6 distinct reporters
- 10b5-1 share
- 31% of events, not dollars
All insider trades
Scroll the table sideways for price, value and marks.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Aug 18, 2026 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 73,241 | $8.43 | $617K | -8.7% | plan · 2 tranches |
| Aug 18, 2026 | Gessert EricaChief Financial Officer · O | ▼ Sale | 22,844 | $8.43 | $192K | -5.9% | — |
| Aug 18, 2026 | Kappus Anthony RayGM & Chief Operating Officer · O | ▼ Sale | 1,964 | $8.43 | $17K | -21.4% | — |
| Jul 18, 2026 | Kappus Anthony RayGM & Chief Operating Officer · O | ▼ Sale | 558 | $9.06 | $5K | -12.1% | — |
| Jun 18, 2026 | Gessert EricaChief Financial Officer · O | ▼ Sale | 9,169 | $8.15 | $75K | -2.6% | — |
| Jun 18, 2026 | Mekhalfa SabrinaChief Accounting Officer · O | ▼ Sale | 1,276 | $8.15 | $10K | -22.5% | — |
| Jun 18, 2026 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 23,468 | $8.15 | $191K | -2.9% | — |
| Mar 19, 2026 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 18,575 | $12 | $223K | -87.4% | plan · 2 tranches |
| Mar 18, 2026 | Gessert EricaChief Financial Officer · O | ▼ Sale | 9,278 | $12.31 | $114K | -2.9% | — |
| Mar 18, 2026 | Mekhalfa SabrinaChief Accounting Officer · O | ▼ Sale | 1,482 | $12.31 | $18K | -41.4% | — |
| Mar 18, 2026 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 23,745 | $12.31 | $292K | -2.9% | — |
| Feb 19, 2026 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 32,662 | $13.66 | $446K | -99% | plan · 2 tranches |
| Feb 18, 2026 | Gessert EricaChief Financial Officer · O | ▼ Sale | 26,292 | $13.8 | $363K | -8.1% | — |
| Feb 18, 2026 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 123,152 | $13.8 | $1.7M | -13.7% | plan · 2 tranches |
| Dec 19, 2025 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 20,907 | $20.62 | $431K | -98.4% | plan · 2 tranches |
| Dec 18, 2025 | Gessert EricaChief Financial Officer · O | ▼ Sale | 9,044 | $20.59 | $186K | -3.5% | — |
| Dec 18, 2025 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 23,147 | $20.59 | $477K | -3.1% | — |
| Nov 26, 2025 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 350,000 | $19.51 | $6.8M | -33.4% | 3 tranches |
| Nov 21, 2025 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 60,000 | $18.2 | $1.1M | -5.4% | — |
| Nov 21, 2025 | Steele GaryD | ▼ Sale | 12,500 | $17.51 | $219K | -12.8% | — |
| Nov 19, 2025 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 4,311 | $17.25 | $74K | -92.6% | plan · 4 tranches |
| Nov 18, 2025 | Gessert EricaChief Financial Officer · O | ▼ Sale | 18,493 | $16.7 | $309K | -7.2% | 2 tranches |
| Nov 18, 2025 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 24,846 | $16.7 | $415K | -2.2% | 2 tranches |
| Sep 19, 2025 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 20,908 | $19.54 | $409K | -98.4% | plan · 2 tranches |
| Sep 19, 2025 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 82,344 | $19.04 | $1.6M | -7.1% | plan · 4 tranches |
| Sep 18, 2025 | Gessert EricaChief Financial Officer · O | ▼ Sale | 8,730 | $19.16 | $167K | -3.8% | — |
| Aug 29, 2025 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 1,690 | $14.95 | $25K | -83% | plan |
| Aug 19, 2025 | Marie OlivierChief Accounting Officer · O | ▼ Sale | 1,686 | $13.88 | $23K | -69.3% | plan |
| Aug 18, 2025 | Gessert EricaChief Financial Officer · O | ▼ Sale | 19,036 | $13.84 | $263K | -8.3% | — |
| Aug 18, 2025 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 2,060 | $13.84 | $29K | -50.3% | — |
| Aug 18, 2025 | Brown HaydenPresident & CEO · O·D | ▼ Sale | 85,577 | $13.78 | $1.2M | -7.1% | plan · 2 tranches |
| Aug 18, 2025 | Marie OlivierChief Accounting Officer · O | ▼ Sale | 2,235 | $13.93 | $31K | -47.9% | plan · 2 tranches |
| Aug 8, 2025 | Bottoms DaveGM, Marketplace · O | ▼ Sale | 9,000 | $12.88 | $116K | -96.3% | — |
Every $UPWK filing on this page is one API call away
The same Form 4 data over REST or MCP, already grouped into events with the plan flag and the dollar value read. A free key does 100 calls a day and needs no card. Prefer email? Upwork filings can reach your inbox instead.
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. This page shows open-market activity: purchases (code P), sales (S) and dispositions back to the issuer (D). Scheduled compensation events such as stock grants and option exercises are also filed on Form 4 but carry no trading signal, so they are not shown and counts here can be lower than the raw EDGAR filing total. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $UPWK feed.