UPWK insider buying and SEC filings, explained
Upwork, Inc. · CIK 1627475
Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov
Company profile
- Exchanges
- Nasdaq
- Industry (SIC)
- Services-Computer Processing & Data Preparation
- State of incorporation
- DE
- Fiscal year end
- Dec 31
- Former names
- Upwork Inc.
Insider activity in the last 12 months
Bought
$0
Insiders who bought
0
Sold (not marked 10b5-1)
$8.1M
Planned sales (10b5-1)
$4.1M
Insider purchases and sales, last 12 months
| Traded | Type | What was filed | Source |
|---|---|---|---|
| Oct 19, 2026 | Sale | Anthony Ray Kappus (President / COO) sold 559 shares at about $8.43 ($5K). Holdings down 1% to 77,196 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Oct 20, 2026, 4:34 PM ET |
| Aug 18, 2026 | Planned (10b5-1) | Hayden Brown (CEO and Director) sold 73,241 shares at about $8.43 ($617K), marked as a 10b5-1 plan trade. Holdings down 9% to 771,076 shares. | SEC filing Filed Aug 20, 2026 |
| May 18, 2026 | Planned (10b5-1) | Hayden Brown (CEO and Director) sold 72,546 shares at about $8.60 ($624K), marked as a 10b5-1 plan trade. Holdings down 9% to 774,552 shares. | SEC filing Filed May 20, 2026 |
| Mar 18–19, 2026 | Planned (10b5-1) | Dave Bottoms (GM, Marketplace) sold 18,575 shares between Mar 18 and Mar 19 at about $12.00 ($223K), marked as a 10b5-1 plan trade. Holdings down 87% to 2,678 shares. | SEC filing Filed Mar 20, 2026 |
| Feb 18–19, 2026 | Planned (10b5-1) | Dave Bottoms (GM, Marketplace) sold 32,662 shares between Feb 18 and Feb 19 at about $13.66 ($446K), marked as a 10b5-1 plan trade. Holdings down 99% to 345 shares. | SEC filing Filed Feb 19, 2026 |
| Feb 18, 2026 | Planned (10b5-1) | Hayden Brown (CEO and Director) sold 123,152 shares at about $13.80 ($1.7M), marked as a 10b5-1 plan trade. Holdings down 14% to 776,067 shares. | SEC filing Filed Feb 19, 2026 |
| Dec 18–19, 2025 | Planned (10b5-1) | Dave Bottoms (GM, Marketplace) sold 20,907 shares between Dec 18, 2025 and Dec 19, 2025 at about $20.62 ($431K), marked as a 10b5-1 plan trade. Holdings down 98% to 345 shares. | SEC filing Filed Dec 22, 2025 |
| Nov 25–26, 2025 | Sale | Hayden Brown (CEO and Director) sold 350,000 shares between Nov 25, 2025 and Nov 26, 2025 at about $19.51 ($6.8M). Holdings down 33% to 697,894 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 28, 2025 |
| Nov 21, 2025 | Sale | Hayden Brown (CEO and Director) sold 60,000 shares at about $18.20 ($1.1M). Holdings down 5% to 1,047,894 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 25, 2025 |
| Nov 21, 2025 | Sale | Gary Steele (Director) sold 12,500 shares at about $17.51 ($219K). Holdings down 13% to 85,129 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 25, 2025 |
| Nov 17–19, 2025 | Planned (10b5-1) | Dave Bottoms (GM, Marketplace) sold 4,311 shares between Nov 17, 2025 and Nov 19, 2025 at about $17.25 ($74K), marked as a 10b5-1 plan trade. Holdings down 93% to 345 shares. | SEC filing Filed Nov 19, 2025 |
57 routine transactions (such as grants, option exercises or tax withholding) are not listed.
Cluster buys
No cluster buys in the last 12 months.
Red flags
No red flags in the last 12 months.
Key events
| Tag | Items | Filed | Source |
|---|---|---|---|
| CFO departure Detected from the filing text | 8-K Item 5.02 | Nov 2, 2026, 4:11 PM ET | SEC filing |
8-K filings, last 12 months
| Filed | Items | Tag | Source |
|---|---|---|---|
| Nov 2, 2026, 4:11 PM ET 8-K | Earnings released (Item 2.02) Executive or director change (Item 5.02) | CFO departure Detected from the filing text | SEC filing |
Red flags are objective triggers only: the item or form filed, never an opinion.
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