Erica Gessert Upwork, Inc (UPWK) insider trading activity

Erica Gessert is Chief Financial Officer of UPWORK, INC. Currently has a direct ownership of 246,701 shares of UPWK, which is worth approximately $4.07 Million. The most recent transaction as insider was on Dec 18, 2025, when has been sold 9,044 shares (Common Stock) at a price of $20.59 per share, resulting in proceeds of $186,215. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 247K

12.85% 3M change

85.36% 12M change

Total Value Held $4.07 Million

Erica Gessert Transaction History

Date	Transaction	Value	Shares Traded	Shares Held
Dec 18 2025	SELL Open market or private sale	$186,215 $20.59 p/Share	9,044 Reduced 3.54%	246,701 Common Stock
Dec 18 2025	BUY Exercise of conversion of derivative security	-	18,133 Added 6.62%	255,745 Common Stock
Nov 18 2025	SELL Open market or private sale	$308,648 $16.69 p/Share	18,493 Reduced 7.22%	237,612 Common Stock
Nov 18 2025	BUY Exercise of conversion of derivative security	-	37,500 Added 12.77%	256,105 Common Stock
Sep 18 2025	SELL Open market or private sale	$167,266 $19.16 p/Share	8,730 Reduced 3.84%	218,605 Common Stock
Sep 18 2025	BUY Exercise of conversion of derivative security	-	18,133 Added 7.39%	227,335 Common Stock
Aug 18 2025	SELL Open market or private sale	$263,458 $13.84 p/Share	19,036 Reduced 8.34%	209,202 Common Stock

Aug 18 2025	BUY Exercise of conversion of derivative security	-	37,500 Added 14.11%	228,238 Common Stock
Jun 18 2025	SELL Open market or private sale	$125,197 $13.51 p/Share	9,267 Reduced 4.63%	190,738 Common Stock
Jun 18 2025	BUY Exercise of conversion of derivative security	-	18,132 Added 8.31%	200,005 Common Stock
May 19 2025	SELL Open market or private sale	$325,851 $16.56 p/Share	19,677 Reduced 9.76%	181,873 Common Stock
May 18 2025	BUY Exercise of conversion of derivative security	-	37,500 Added 15.69%	201,550 Common Stock
Mar 18 2025	SELL Open market or private sale	$56,410 $13.07 p/Share	4,316 Reduced 2.61%	160,945 Common Stock
Mar 18 2025	BUY Exercise of conversion of derivative security	-	8,433 Added 4.86%	165,261 Common Stock
Feb 18 2025	SELL Open market or private sale	$222,304 $16.15 p/Share	13,765 Reduced 8.07%	156,828 Common Stock
Feb 18 2025	BUY Exercise of conversion of derivative security	-	37,500 Added 18.02%	170,593 Common Stock
Dec 18 2024	SELL Open market or private sale	$73,213 $17.11 p/Share	4,279 Reduced 3.11%	133,093 Common Stock
Dec 18 2024	BUY Exercise of conversion of derivative security	-	8,433 Added 5.78%	137,372 Common Stock
Nov 18 2024	SELL Open market or private sale	$299,816 $15.13 p/Share	19,816 Reduced 13.32%	128,939 Common Stock
Nov 18 2024	BUY Exercise of conversion of derivative security	-	37,500 Added 20.13%	148,755 Common Stock
Sep 18 2024	SELL Open market or private sale	$47,469 $10.57 p/Share	4,491 Reduced 3.88%	111,255 Common Stock
Sep 18 2024	BUY Exercise of conversion of derivative security	-	8,433 Added 6.79%	115,746 Common Stock
Aug 19 2024	SELL Open market or private sale	$196,406 $9.65 p/Share	20,353 Reduced 15.94%	107,313 Common Stock
Aug 18 2024	BUY Exercise of conversion of derivative security	-	37,500 Added 22.7%	127,666 Common Stock
Jun 18 2024	SELL Open market or private sale	$46,368 $10.22 p/Share	4,537 Reduced 4.79%	90,166 Common Stock

Erica Gessert

Chief Financial Officer

San Francisco, CA

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