Insider Selling: Cloudflare (NYSE:NET) CEO Sells 52,383 Shares

Posted by Chris Copeland on Aug 5th, 2026

Cloudflare, Inc. (NYSE:NET – Get Free Report) CEO Matthew Prince sold 52,383 shares of the stock in a transaction on Monday, August 3rd. The stock was sold at an average price of $283.42, for a total value of $14,846,389.86. The transaction was disclosed in a legal filing with the SEC, which is available at this hyperlink. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan.

Matthew Prince also recently made the following trade(s):

On Tuesday, August 4th, Matthew Prince sold 20,101 shares of Cloudflare stock. The shares were sold at an average price of $296.89, for a total transaction of $5,967,785.89.
On Wednesday, August 5th, Matthew Prince sold 18,752 shares of Cloudflare stock. The shares were sold at an average price of $296.10, for a total transaction of $5,552,467.20.
On Tuesday, August 4th, Matthew Prince sold 32,282 shares of Cloudflare stock. The stock was sold at an average price of $298.44, for a total transaction of $9,634,240.08.
On Wednesday, August 5th, Matthew Prince sold 33,631 shares of Cloudflare stock. The stock was sold at an average price of $296.10, for a total value of $9,958,139.10.
On Monday, July 6th, Matthew Prince sold 52,383 shares of Cloudflare stock. The stock was sold at an average price of $247.28, for a total value of $12,953,268.24.
On Thursday, July 2nd, Matthew Prince sold 33,631 shares of Cloudflare stock. The stock was sold at an average price of $242.24, for a total value of $8,146,773.44.
On Wednesday, July 1st, Matthew Prince sold 52,422 shares of Cloudflare stock. The stock was sold at an average price of $249.09, for a total transaction of $13,057,795.98.
On Thursday, July 2nd, Matthew Prince sold 18,752 shares of Cloudflare stock. The stock was sold at an average price of $242.24, for a total transaction of $4,542,484.48.
On Monday, June 22nd, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $217.91, for a total transaction of $11,414,997.44.
On Wednesday, June 24th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $224.30, for a total transaction of $11,749,731.20.

Cloudflare Stock Down 3.2%

NET stock traded down $9.62 during midday trading on Wednesday, hitting $291.71. The company’s stock had a trading volume of 3,953,788 shares, compared to its average volume of 3,062,454. The firm has a 50-day simple moving average of $254.72 and a 200-day simple moving average of $217.56. The firm has a market capitalization of $103.11 billion, a P/E ratio of -1,166.83, a PEG ratio of 225.36 and a beta of 1.65. The company has a quick ratio of 1.96, a current ratio of 1.96 and a debt-to-equity ratio of 1.29. Cloudflare, Inc. has a 52-week low of $158.83 and a 52-week high of $305.00.

Cloudflare (NYSE:NET – Get Free Report) last released its earnings results on Thursday, May 7th. The company reported $0.25 earnings per share (EPS) for the quarter, beating analysts’ consensus estimates of $0.23 by $0.02. Cloudflare had a negative return on equity of 5.65% and a negative net margin of 3.72%.The firm had revenue of $639.75 million during the quarter, compared to analyst estimates of $620.83 million. During the same period last year, the business posted $0.16 earnings per share. Cloudflare’s revenue was up 33.5% compared to the same quarter last year. Cloudflare has set its FY 2026 guidance at 1.190-1.200 EPS and its Q2 2026 guidance at 0.270-0.270 EPS. As a group, equities analysts forecast that Cloudflare, Inc. will post 0.03 EPS for the current year.

Wall Street Analyst Weigh In

NET has been the topic of a number of analyst reports. Oppenheimer raised their price objective on shares of Cloudflare from $300.00 to $330.00 and gave the company an “outperform” rating in a report on Thursday, July 23rd. Weiss Ratings reiterated a “sell (d-)” rating on shares of Cloudflare in a research note on Friday, July 17th. Cantor Fitzgerald reissued a “neutral” rating and issued a $250.00 target price on shares of Cloudflare in a report on Monday. Jefferies Financial Group restated a “hold” rating and issued a $290.00 price target on shares of Cloudflare in a research note on Tuesday. Finally, Susquehanna lifted their price target on Cloudflare from $190.00 to $200.00 and gave the stock a “neutral” rating in a report on Monday, May 11th. Two equities research analysts have rated the stock with a Strong Buy rating, twenty-one have issued a Buy rating, six have assigned a Hold rating and four have issued a Sell rating to the company. According to data from MarketBeat.com, the stock has an average rating of “Moderate Buy” and a consensus price target of $265.27.

Get Our Latest Stock Analysis on NET

More Cloudflare News

Here are the key news stories impacting Cloudflare this week:

Positive Sentiment: New AI security tools expand Cloudflare’s addressable market. Cloudflare launched Identity-Aware AI Gateway, which allows companies to monitor employee and AI-agent use, control spending, identify users, and flag risky content. The product could support demand for Cloudflare’s security and connectivity platform as businesses adopt AI. Cloudflare Gives Companies Full Visibility to Audit and Analyze AI Use
Positive Sentiment: Cloudflare OS strengthens its AI infrastructure strategy. The company announced an open-source AI workspace running on its global network, giving employees secure access to AI tools and internal systems without requiring new infrastructure. Separately, Cloudflare is developing identity and wallet capabilities for AI agents, potentially creating additional enterprise monetization opportunities. Cloudflare OS Is the First AI Workspace Built Around How Companies Actually Work
Positive Sentiment: Jefferies expects revenue acceleration and possible guidance increases. Analysts are looking for second-quarter revenue growth near 30% and a path toward mid-30% growth by the end of 2026. A stronger outlook could support the stock, particularly because Cloudflare previously exceeded revenue and adjusted EPS expectations. Cloudflare Poised for Second Quarter Revenue Acceleration, Says Jefferies
Neutral Sentiment: Earnings are the immediate catalyst. Investors will focus on revenue growth, margins, free cash flow, AI-related demand, and full-year guidance. Cloudflare’s prior quarter included 33.5% year-over-year revenue growth and an EPS beat.
Neutral Sentiment: A director’s stock sale has limited signaling value. Mark Hawkins sold 133 shares worth approximately $36,939 under a pre-arranged Rule 10b5-1 plan, reducing his holdings by 1.24% while retaining 10,632 shares. SEC Insider Filing
Negative Sentiment: Valuation leaves little room for disappointment. Cloudflare trades at exceptionally high sales and earnings multiples, so even a quarterly beat may not satisfy investors unless growth, profitability, or guidance materially exceeds already elevated expectations. Three Things I Love About Cloudflare and Why I’m Stuck at Hold Anyway

Institutional Inflows and Outflows

A number of hedge funds have recently modified their holdings of NET. CX Institutional lifted its position in Cloudflare by 49.4% in the second quarter. CX Institutional now owns 133 shares of the company’s stock valued at $33,000 after acquiring an additional 44 shares during the last quarter. Wealth Architects LLC lifted its holdings in shares of Cloudflare by 4.6% in the 2nd quarter. Wealth Architects LLC now owns 1,022 shares of the company’s stock valued at $251,000 after purchasing an additional 45 shares during the last quarter. Forum Financial Management LP lifted its holdings in shares of Cloudflare by 3.5% in the 2nd quarter. Forum Financial Management LP now owns 1,498 shares of the company’s stock valued at $367,000 after purchasing an additional 50 shares during the last quarter. Quadrant Private Wealth Management LLC boosted its position in shares of Cloudflare by 3.2% in the 1st quarter. Quadrant Private Wealth Management LLC now owns 1,653 shares of the company’s stock valued at $341,000 after purchasing an additional 51 shares during the period. Finally, Essential Partners LLC grew its stake in Cloudflare by 14.5% during the 1st quarter. Essential Partners LLC now owns 402 shares of the company’s stock worth $83,000 after buying an additional 51 shares during the last quarter. 82.68% of the stock is owned by hedge funds and other institutional investors.

Cloudflare Company Profile

(Get Free Report)

Cloudflare, Inc is a global web infrastructure and security company that provides a suite of services designed to improve the performance, reliability and security of internet properties. Its core offerings include a content delivery network (CDN), distributed denial-of-service (DDoS) protection, managed DNS, and a web application firewall (WAF). Cloudflare also provides tools for bot management, SSL/TLS, load balancing and rate limiting to help organizations maintain uptime and protect web applications from attack.

In addition to traditional edge and security services, Cloudflare has expanded into edge computing and developer platforms.