Anthony Ray Kappus net worth and biography

Anthony Kappus Biography and Net Worth

GM and Chief Operating Officer of Upwork

As Upwork's GM and Chief Operating Officer, Anthony Kappus is responsible for the profits and losses of the Upwork Marketplace and leads teams spanning product, design, marketing, legal, trust and safety, payments, customer support, and communications.

‍Prior to joining Upwork, he spent more than a decade at Redfin, where he led digital revenue—Redfin’s fastest-growing and most profitable business segment—along with corporate development and legal.

‍Anthony holds a law degree with high honors from the University of Washington School of Law and a Bachelor of Commerce degree from the University of Calgary.

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What is Anthony Ray Kappus' net worth?: The estimated net worth of Anthony Ray Kappus is at least $720.62 thousand as of October 19th, 2026. Mr. Kappus owns 77,196 shares of Upwork stock worth more than $720,625 as of October 27th. This net worth approximation does not reflect any other investments that Mr. Kappus may own. Learn More about Anthony Ray Kappus' net worth.
How do I contact Anthony Ray Kappus?: The corporate mailing address for Mr. Kappus and other Upwork executives is 530 Lytton Avenue, Suite 301, Palo Alto, CA, 94301. Upwork can also be reached via phone at (650) 316-7500 and via email at [email protected]. Learn More on Anthony Ray Kappus' contact information.
Has Anthony Ray Kappus been buying or selling shares of Upwork?: In the last ninety days, Anthony Ray Kappus has sold $4,712.37 in shares of Upwork stock. Most recently, Anthony Ray Kappus sold 559 shares of the business's stock in a transaction on Monday, October 19th. The shares were sold at an average price of $8.43, for a transaction totalling $4,712.37. Following the completion of the sale, the chief operating officer now directly owns 77,196 shares of the company's stock, valued at $650,762.28. Learn More on Anthony Ray Kappus' trading history.
Who are Upwork's active insiders?: Upwork's insider roster includes Dave Bottoms (GM, Marketplace), Hayden Brown (President and Chief Executive Officer), Erica Gessert (CFO), Eric Gilpin (VP), Anthony Kappus (GM and Chief Operating Officer), Thomas Layton (Insider), Olivier Marie (CAO), Jeff McCombs (CFO), Elizabeth Nelson (Director), Leela Srinivasan (Director), and Gary Steele (Director). Learn More on Upwork's active insiders.
Are insiders buying or selling shares of Upwork?: In the last twelve months, insiders at the sold shares 34 times. They sold a total of 971,773 shares worth more than $14,976,849.05. The most recent insider tranaction occured on October, 19th when COO Anthony Ray Kappus sold 559 shares worth more than $4,712.37. Insiders at Upwork own 4.9% of the company. Learn More about insider trades at Upwork.
Information on this page was last updated on 10/19/2026.

Anthony Ray Kappus Insider Trading History at Upwork

Transaction Date	Buy/Sell	Number of Shares	Average Share Price	Total Transaction	Shares Held After Transaction
10/19/2026	Sell	559	$8.43	$4,712.37	77,196
9/18/2026	Sell	45,732	$8.45	$386,435.40	76,342
8/18/2026	Sell	1,964	$8.43	$16,556.52	7,214
7/18/2026	Sell	558	$9.06	$5,055.48	4,063

Anthony Ray Kappus Buying and Selling Activity at Upwork

Upwork Company Overview

Upwork Inc., together with its subsidiaries, operates a work marketplace that connects businesses with various independent professionals and agencies in the United States, India, the Philippines, and internationally. The company's work marketplace provides access to talent with various skills across a range of categories, including administrative support, sales and marketing, design and creative, and customer service, as well as web, mobile, and software development. Its work marketplace also enables clients to streamline workflows, such as talent sourcing, outreach, and contracting. The company's work marketplace offers access to various functionalities for remote engagements with talent, including communication and collaboration, ability to receive talent invoices through their work marketplace, and payment protection. Its marketplace offerings include Upwork Payroll and Upwork Enterprise, as well as managed and escrow services. The company was formerly known as Elance-oDesk, Inc. and changed its name to Upwork Inc. in May 2015. Upwork Inc. was incorporated in 2013 and is headquartered in San Francisco, California.

Today's Range

Now: $9.16

$9.14

$9.47

50 Day Range

MA: $8.59

$8.05

$9.51

2 Week Range

Now: $9.16

$7.44

$22.84

Volume

1,093,721 shs

Average Volume

3,542,235 shs

Market Capitalization

$1.14 billion

P/E Ratio

11.88

Dividend Yield

N/A

Beta

1.06