Latest Insider Transactions at Upwork, Inc (UPWK)
This section provides a real-time view of insider transactions for Upwork, Inc (UPWK). The data is sourced from Form 4 filings with the SEC, which are filed by insiders of UPWORK, INC to disclose their transactions in the company's securities. By reviewing this information, investors can gain insights into the trading activity of UPWORK, INC's insiders and make more informed investment decisions.
Insider Transaction List
| 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
|
|
Sep 19
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
10,014
-96.67%
|
$190,266
$19.96 P/Share
|
|
Sep 19
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
20,000
-1.81%
|
$400,000
$20.0 P/Share
|
|
Sep 18
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
10,894
-51.26%
|
$206,986
$19.16 P/Share
|
|
Sep 18
2025
|
Dave Bottoms GM, Marketplace |
BUY
Exercise of conversion of derivative security
|
Direct |
20,908
+32.99%
|
-
|
|
Sep 18
2025
|
Erica Gessert Chief Financial Officer |
SELL
Open market or private sale
|
Direct |
8,730
-3.84%
|
$165,870
$19.16 P/Share
|
|
Sep 18
2025
|
Erica Gessert Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
18,133
+3.91%
|
-
|
|
Sep 18
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
42,344
-1.9%
|
$804,536
$19.08 P/Share
|
|
Sep 18
2025
|
Hayden Brown President & CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
46,411
+2.04%
|
-
|
|
Sep 17
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
20,000
-1.79%
|
$360,000
$18.0 P/Share
|
|
Aug 29
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
1,690
-83.05%
|
$23,660
$14.95 P/Share
|
|
Aug 19
2025
|
Olivier Marie Chief Accounting Officer |
SELL
Open market or private sale
|
Direct |
1,686
-69.27%
|
$21,918
$13.88 P/Share
|
|
Aug 18
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
2,060
-50.31%
|
$26,780
$13.84 P/Share
|
|
Aug 18
2025
|
Dave Bottoms GM, Marketplace |
BUY
Exercise of conversion of derivative security
|
Direct |
3,750
+47.8%
|
-
|
|
Aug 18
2025
|
Erica Gessert Chief Financial Officer |
SELL
Open market or private sale
|
Direct |
19,036
-8.34%
|
$247,468
$13.84 P/Share
|
|
Aug 18
2025
|
Erica Gessert Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
37,500
+14.11%
|
-
|
|
Aug 18
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
25,577
-2.24%
|
$332,501
$13.84 P/Share
|
|
Aug 18
2025
|
Hayden Brown President & CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
50,383
+1.11%
|
-
|
|
Aug 18
2025
|
Olivier Marie Chief Accounting Officer |
SELL
Open market or private sale
|
Direct |
941
-27.88%
|
$12,233
$13.84 P/Share
|
|
Aug 18
2025
|
Olivier Marie Chief Accounting Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
2,627
+32.92%
|
-
|
|
Aug 15
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
60,000
-5.2%
|
$780,000
$13.76 P/Share
|
|
Aug 14
2025
|
Olivier Marie Chief Accounting Officer |
SELL
Open market or private sale
|
Direct |
1,294
-63.37%
|
$18,116
$14.0 P/Share
|
|
Aug 08
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
9,000
-96.31%
|
$108,000
$12.88 P/Share
|
|
Jun 23
2025
|
Olivier Marie Chief Accounting Officer |
SELL
Open market or private sale
|
Direct |
1,842
-47.43%
|
$23,946
$13.24 P/Share
|
|
Jun 20
2025
|
Olivier Marie Chief Accounting Officer |
SELL
Open market or private sale
|
Direct |
748
-16.15%
|
$9,724
$13.24 P/Share
|
|
Jun 18
2025
|
Dave Bottoms GM, Marketplace |
SELL
Open market or private sale
|
Direct |
11,562
-55.3%
|
$150,306
$13.51 P/Share
|
|
Jun 18
2025
|
Dave Bottoms GM, Marketplace |
BUY
Exercise of conversion of derivative security
|
Direct |
20,907
+33.56%
|
-
|
|
Jun 18
2025
|
Hayden Brown President & CEO |
SELL
Open market or private sale
|
Direct |
23,716
-2.01%
|
$308,308
$13.51 P/Share
|
|
Jun 18
2025
|
Hayden Brown President & CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
46,410
+1.95%
|
-
|
|
Jun 18
2025
|
Erica Gessert Chief Financial Officer |
SELL
Open market or private sale
|
Direct |
9,267
-4.63%
|
$120,471
$13.51 P/Share
|
|
Jun 18
2025
|
Erica Gessert Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
18,132
+4.43%
|
-
|
|
Jun 18
2025
|
Olivier Marie Chief Accounting Officer |
SELL
Open market or private sale
|
Direct |
1,879
-28.86%
|
$24,427
$13.5 P/Share
|