Insider Selling: Cloudflare (NYSE:NET) CEO Sells $14,846,389.86 in Stock

Posted by Shane Hupp on Aug 8th, 2026

Cloudflare, Inc. (NYSE:NET – Get Free Report) CEO Matthew Prince sold 52,383 shares of the business’s stock in a transaction dated Monday, August 3rd. The stock was sold at an average price of $283.42, for a total transaction of $14,846,389.86. The sale was disclosed in a legal filing with the Securities & Exchange Commission, which is available through this link. 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 stock was 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 stock was 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 shares were 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 shares were sold at an average price of $296.10, for a total transaction 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 transaction 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 transaction of $8,146,773.44.
On Wednesday, July 1st, Matthew Prince sold 52,422 shares of Cloudflare stock. The shares were sold at an average price of $249.09, for a total value of $13,057,795.98.
On Thursday, July 2nd, Matthew Prince sold 18,752 shares of Cloudflare stock. The shares were sold at an average price of $242.24, for a total value 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 value of $11,414,997.44.
On Wednesday, June 24th, Matthew Prince sold 52,384 shares of Cloudflare stock. The shares were sold at an average price of $224.30, for a total value of $11,749,731.20.

Cloudflare Stock Up 5.8%

Shares of NYSE NET opened at $301.00 on Friday. Cloudflare, Inc. has a one year low of $158.83 and a one year high of $324.73. The company has a debt-to-equity ratio of 1.29, a current ratio of 1.96 and a quick ratio of 1.96. The business’s fifty day moving average price is $257.02 and its 200-day moving average price is $218.84. The stock has a market capitalization of $106.39 billion, a PE ratio of -518.96, a P/E/G ratio of 212.72 and a beta of 1.65.

Cloudflare (NYSE:NET – Get Free Report) last announced its quarterly earnings data on Wednesday, August 5th. The company reported $0.29 earnings per share for the quarter, topping the consensus estimate of $0.27 by $0.02. Cloudflare had a negative return on equity of 3.99% and a negative net margin of 8.21%.The company had revenue of $696.06 million during the quarter, compared to analyst estimates of $664.66 million. During the same quarter last year, the firm posted $0.21 EPS. The firm’s revenue for the quarter was up 35.9% on a year-over-year basis. On average, equities research analysts anticipate that Cloudflare, Inc. will post 0.03 EPS for the current year.

Analyst Ratings Changes

NET has been the topic of several research reports. Raymond James Financial assumed coverage on shares of Cloudflare in a research report on Tuesday, July 7th. They issued a “strong-buy” rating on the stock. Susquehanna raised their price objective on shares of Cloudflare from $190.00 to $200.00 and gave the stock a “neutral” rating in a report on Monday, May 11th. The Goldman Sachs Group reiterated a “buy” rating and issued a $389.00 price objective on shares of Cloudflare in a research note on Friday. Needham & Company LLC boosted their target price on shares of Cloudflare from $280.00 to $380.00 and gave the company a “buy” rating in a report on Friday. Finally, Stifel Nicolaus set a $260.00 target price on Cloudflare in a research report on Friday, May 8th. Two research analysts have rated the stock with a Strong Buy rating, twenty-two have issued a Buy rating, six have given a Hold rating and three have given a Sell rating to the stock. Based on data from MarketBeat.com, Cloudflare has a consensus rating of “Moderate Buy” and a consensus target price of $311.48.

Read Our Latest Analysis on NET

More Cloudflare News

Here are the key news stories impacting Cloudflare this week:

Positive Sentiment: Q2 results beat expectations. Revenue rose 35.9% year over year to $696.1 million, exceeding the approximately $664.7 million consensus estimate. Adjusted EPS was $0.29 versus expectations of $0.27, supported by large-customer additions, Workers adoption and improved execution. Cloudflare Q2 earnings report
Positive Sentiment: Cloudflare raised its forecast. Third-quarter guidance calls for approximately $736 million-$737 million in revenue and $0.34 EPS, above analyst estimates. Full-year 2026 revenue guidance was lifted to roughly $2.864 billion-$2.870 billion, while EPS guidance increased to $1.25-$1.26. Management cited resilient AI-agent demand across its network. Reuters outlook report
Positive Sentiment: Analysts responded with higher targets. Citizens JMP raised its target to $394, while Oppenheimer and Needham increased targets to $380. BTIG, RBC, Piper Sandler and Truist also raised targets and maintained bullish ratings, signaling confidence in Cloudflare’s AI growth opportunity.
Positive Sentiment: New AI products add potential growth avenues. Cloudflare launched Kitesurf, a cloud-hosted browser designed for AI agents, and an AEO Visibility Dashboard that helps brands track recommendations from AI assistants. TechCrunch Kitesurf report
Neutral Sentiment: Valuation and volatility remain elevated. The rally has pushed Cloudflare near record levels, leaving the stock dependent on continued high growth, margin improvement and successful AI monetization.
Negative Sentiment: Insider selling is a modest sentiment risk. CEO Matthew Prince, CFO Thomas Seifert and director Carl Ledbetter sold shares under pre-arranged Rule 10b5-1 plans. These transactions may concern investors but do not necessarily indicate weakening business fundamentals.

Institutional Trading of Cloudflare

A number of large investors have recently modified their holdings of the business. Lingotto Investment Management LLP purchased a new stake in Cloudflare during the 4th quarter valued at $34,626,000. Jupiter Asset Management Ltd. grew its holdings in Cloudflare by 1,984.7% in the 4th quarter. Jupiter Asset Management Ltd. now owns 197,710 shares of the company’s stock worth $38,979,000 after acquiring an additional 188,226 shares during the last quarter. Trek Financial LLC purchased a new position in shares of Cloudflare in the fourth quarter valued at about $1,793,000. Massachusetts Financial Services Co. MA increased its position in shares of Cloudflare by 25.8% in the fourth quarter. Massachusetts Financial Services Co. MA now owns 1,639,661 shares of the company’s stock valued at $323,259,000 after acquiring an additional 336,768 shares during the period. Finally, Pictet Asset Management Holding SA raised its stake in shares of Cloudflare by 17.6% during the first quarter. Pictet Asset Management Holding SA now owns 1,381,985 shares of the company’s stock valued at $284,900,000 after acquiring an additional 206,506 shares during the last quarter. Institutional investors own 82.68% of the company’s stock.

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.