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Upwork Inc. (NASDAQ:UPWK), the freelance marketplace platform with a market capitalization of $2.12 billion, saw its General Manager, Marketplace, Dave Bottoms, sell 1,690 shares of common stock on August 29, 2025, at a price of $14.95, for a total transaction value of $25,265. Since the transaction, the stock has climbed to $16.45, reflecting the company’s strong momentum with a 71.61% return over the past year.
Following the transaction, Bottoms directly owns 345 shares of Upwork . The sale was executed under a Rule 10b5-1 trading plan adopted on May 30, 2025. The sale was reported in a Form 4 filing with the Securities and Exchange Commission on September 3, 2025. The filing was signed by Jacob McQuown, Attorney-in-Fact. According to InvestingPro, Upwork maintains strong financial health with impressive gross profit margins of 77.88% and holds more cash than debt on its balance sheet. For deeper insights into insider trading patterns and 12+ additional ProTips, consider exploring the comprehensive Pro Research Report available on InvestingPro.
In other recent news, Upwork Inc. reported its second-quarter 2025 earnings, which exceeded expectations. The company achieved earnings per share of $0.35, surpassing the forecast of $0.27, and recorded revenue of $194.9 million, higher than the anticipated $187.56 million. Additionally, Upwork’s board of directors has authorized a new $100 million share repurchase program, marking the company’s third such initiative since November 2023. In a strategic move, Upwork appointed Anthony Kappus as its first chief operating officer, effective September 2, as part of its executive leadership changes. Kappus will oversee various teams, including legal and customer support. In analyst news, Goldman Sachs adjusted its price target for Upwork to $24 from $25 but maintained a Buy rating. The firm noted that Upwork’s AI features contributed to strong client activity and performance despite economic challenges. These recent developments highlight Upwork’s ongoing strategic initiatives and financial performance.
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