UPWK Upwork Inc.
$8.52
Upwork Inc. (UPWK) Insider Activity
What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.
Insider signal
In line
Selling ran in line with UPWK's own trailing one-year pace, with 20% of sale value under a prearranged plan.
Cluster activity
0 buyers in the last 30 days
0 buyers in the last 90 days
3 sellers in the last 90 days
Insiders buying
0
0 transactions
Insiders selling
6
46 transactions
Purchases
$0
0 shares
Sales
$17.3M
1,099,549 shares
Net activity
-$17.3M
purchases less sales
How much of that selling was preplanned? 20% planned / 80% discretionary
10b5-1 plan sales
$3.4M
12 transactions · 254,594 shares
Discretionary sales
$13.9M
34 transactions · 844,955 shares
Largest single sale: $3.4M.
Where they traded
Buy
Sell
Dot area is proportional to transaction value.
No open-market insider purchase on record.
Recent open-market activity
| Date | Insider | Role | Action | Shares | Price | Value | Held after |
|---|---|---|---|---|---|---|---|
| Brown Hayden | President & CEO | Sell 10b5-1 | 50,000 | $8.43 | $421.4K | 771,076 −6.1% of holding | |
| Brown Hayden | President & CEO | Sell | 23,241 | $8.43 | $195.8K | 821,076 −2.8% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 22,844 | $8.43 | $192.5K | 364,789 −5.9% of holding | |
| Kappus Anthony Ray | GM & Chief Operating Officer | Sell | 1,964 | $8.43 | $16.5K | 7,214 −21.4% of holding | |
| Kappus Anthony Ray | GM & Chief Operating Officer | Sell | 558 | $9.06 | $5.1K | 4,063 −12.1% of holding | |
| Brown Hayden | President & CEO | Sell | 23,468 | $8.15 | $191.3K | 797,495 −2.9% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 9,169 | $8.15 | $74.7K | 341,609 −2.6% of holding | |
| Mekhalfa Sabrina | Chief Accounting Officer | Sell | 1,276 | $8.15 | $10.4K | 4,396 −22.5% of holding | |
| Brown Hayden | President & CEO | Sell 10b5-1 | 50,000 | $8.57 | $428.5K | 774,552 −6.1% of holding | |
| Brown Hayden | President & CEO | Sell | 22,546 | $8.66 | $195.3K | 824,552 −2.7% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 22,162 | $8.66 | $192.0K | 332,646 −6.2% of holding | |
| Kappus Anthony Ray | GM & Chief Operating Officer | Sell | 1,905 | $8.66 | $16.5K | 3,209 −37.3% of holding | |
| Bottoms Dave | GM, Marketplace | Sell 10b5-1 | 7,000 | $11.49 | $80.4K | 2,678 −72.3% of holding | |
| Brown Hayden | President & CEO | Sell | 23,745 | $12.31 | $292.3K | 798,732 −2.9% of holding | |
| Bottoms Dave | GM, Marketplace | Sell | 11,575 | $12.31 | $142.5K | 9,678 −54.5% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 9,278 | $12.31 | $114.2K | 307,240 −2.9% of holding | |
| Mekhalfa Sabrina | Chief Accounting Officer | Sell | 1,482 | $12.31 | $18.2K | 2,095 −41.4% of holding | |
| Bottoms Dave | GM, Marketplace | Sell 10b5-1 | 15,649 | $13.51 | $211.4K | 345 −97.8% of holding | |
| Brown Hayden | President & CEO | Sell | 73,152 | $13.80 | $1.0M | 826,067 −8.1% of holding | |
| Brown Hayden | President & CEO | Sell 10b5-1 | 50,000 | $13.79 | $689.3K | 776,067 −6.1% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 26,292 | $13.80 | $362.9K | 298,386 −8.1% of holding | |
| Bottoms Dave | GM, Marketplace | Sell | 17,013 | $13.80 | $234.8K | 15,994 −51.5% of holding | |
| Bottoms Dave | GM, Marketplace | Sell 10b5-1 | 9,622 | $20.66 | $198.8K | 345 −96.5% of holding | |
| Brown Hayden | President & CEO | Sell | 23,147 | $20.59 | $476.6K | 721,158 −3.1% of holding | |
| Bottoms Dave | GM, Marketplace | Sell | 11,285 | $20.59 | $232.3K | 9,967 −53.1% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 9,044 | $20.59 | $186.2K | 246,701 −3.5% of holding | |
| Brown Hayden 2 fills | President & CEO | Sell | 275,000 | $19.43 | $5.3M | 797,894 −25.6% of holding | |
| Brown Hayden | President & CEO | Sell | 75,000 | $19.78 | $1.5M | 972,894 −7.2% of holding | |
| Brown Hayden | President & CEO | Sell | 60,000 | $18.20 | $1.1M | 1,047,894 −5.4% of holding | |
| Steele Gary | Director | Sell | 12,500 | $17.51 | $218.8K | 85,129 −12.8% of holding | |
| Bottoms Dave | GM, Marketplace | Sell 10b5-1 | 1,748 | $18.13 | $31.7K | 345 −83.5% of holding | |
| Brown Hayden 2 fills | President & CEO | Sell | 24,846 | $16.70 | $415.0K | 1,120,626 −2.2% of holding | |
| Gessert Erica 2 fills | Chief Financial Officer | Sell | 18,493 | $16.70 | $308.8K | 247,046 −7% of holding | |
| Bottoms Dave 2 fills | GM, Marketplace | Sell | 2,002 | $16.72 | $33.5K | 3,140 −38.9% of holding | |
| Bottoms Dave | GM, Marketplace | Sell 10b5-1 | 561 | $16.45 | $9.2K | 345 −61.9% of holding | |
| Brown Hayden | President & CEO | Sell 10b5-1 | 20,000 | $20.00 | $400.0K | 1,082,358 −1.8% of holding | |
| Bottoms Dave | GM, Marketplace | Sell 10b5-1 | 10,014 | $19.96 | $199.9K | 345 −96.7% of holding | |
| Brown Hayden | President & CEO | Sell | 22,344 | $19.16 | $428.2K | 1,102,358 −2% of holding | |
| Brown Hayden | President & CEO | Sell 10b5-1 | 20,000 | $19.00 | $380.0K | 1,078,291 −1.8% of holding | |
| Bottoms Dave | GM, Marketplace | Sell | 10,894 | $19.16 | $208.8K | 10,359 −51.3% of holding | |
| Gessert Erica | Chief Financial Officer | Sell | 8,730 | $19.16 | $167.3K | 218,605 −3.8% of holding |
Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.