Insider Transactions in Q4 2025 at Upwork, Inc (UPWK)
Insider Transaction List (Q4 2025)
| Date | Insider | Transaction | Ownership Type | Shares Traded | Value / Price |
|---|---|---|---|---|---|
|
Dec 19
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
9,622
-96.54%
|
$192,440
$20.66 P/Share
|
|
Dec 18
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
11,285
-53.1%
|
$225,700
$20.59 P/Share
|
|
Dec 18
2025
|
Dave Bottoms GM, Marketplace |
BUY
Exercise of conversion of derivative security
|
Direct |
20,907
+32.99%
|
-
|
|
Dec 18
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
23,147
-3.11%
|
$462,940
$20.59 P/Share
|
|
Dec 18
2025
|
Hayden Brown President & CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
46,411
+3.06%
|
-
|
|
Dec 18
2025
|
Erica Gessert Chief Financial Officer |
SELL
Open market or private sale
|
Direct |
9,044
-3.54%
|
$180,880
$20.59 P/Share
|
|
Dec 18
2025
|
Erica Gessert Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
18,133
+3.48%
|
-
|
|
Nov 26
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
275,000
-15.26%
|
$5,225,000
$19.44 P/Share
|
|
Nov 25
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
75,000
-7.16%
|
$1,425,000
$19.78 P/Share
|
|
Nov 21
2025
|
Gary Steele |
SELL
Open market or private sale
|
Direct |
12,500
-12.8%
|
$212,500
$17.51 P/Share
|
|
Nov 21
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
60,000
-5.42%
|
$1,080,000
$18.2 P/Share
|
|
Nov 19
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
1,748
-83.52%
|
$31,464
$18.13 P/Share
|
|
Nov 18
2025
|
Erica Gessert Chief Financial Officer |
SELL
Open market or private sale
|
Direct |
18,493
-3.68%
|
$295,888
$16.69 P/Share
|
|
Nov 18
2025
|
Erica Gessert Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
37,500
+12.77%
|
-
|
|
Nov 18
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
24,846
-1.1%
|
$397,536
$16.69 P/Share
|
|
Nov 18
2025
|
Hayden Brown President & CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
50,382
+1.12%
|
-
|
|
Nov 18
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
2,002
-28.33%
|
$32,032
$16.69 P/Share
|
|
Nov 18
2025
|
Dave Bottoms GM, Marketplace |
BUY
Exercise of conversion of derivative security
|
Direct |
3,750
+47.8%
|
-
|
|
Nov 17
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
561
-61.92%
|
$8,976
$16.45 P/Share
|