Cloudflare (NYSE:NET) CEO Sells $9,634,240.08 in Stock

Posted by Brenda Bartman on Aug 5th, 2026

Cloudflare, Inc. (NYSE:NET – Get Free Report) CEO Matthew Prince sold 32,282 shares of the company’s stock in a transaction on Tuesday, August 4th. The stock was sold at an average price of $298.44, for a total transaction of $9,634,240.08. The transaction was disclosed in a legal filing with the SEC, which can be accessed through the SEC website. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan.

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

On Monday, August 3rd, Matthew Prince sold 52,383 shares of Cloudflare stock. The stock was sold at an average price of $283.42, for a total value of $14,846,389.86.
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 value 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 value of $5,552,467.20.
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 shares were 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 shares were 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 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 shares were 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 shares were sold at an average price of $224.30, for a total transaction of $11,749,731.20.

Cloudflare Trading Down 3.2%

Shares of NYSE NET traded down $9.62 during midday trading on Wednesday, reaching $291.71. 3,953,788 shares of the stock were exchanged, compared to its average volume of 3,062,454. The company has a 50 day simple moving average of $254.72 and a 200 day simple moving average of $217.56. The stock 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 debt-to-equity ratio of 1.29, a quick ratio of 1.96 and a current ratio of 1.96. Cloudflare, Inc. has a twelve month low of $158.83 and a twelve month high of $305.00.

Cloudflare (NYSE:NET – Get Free Report) last released its quarterly earnings results on Thursday, May 7th. The company reported $0.25 EPS for the quarter, beating the consensus estimate of $0.23 by $0.02. Cloudflare had a negative net margin of 3.72% and a negative return on equity of 5.65%. The firm had revenue of $639.75 million for the quarter, compared to analyst estimates of $620.83 million. During the same quarter in the previous year, the company earned $0.16 EPS. The business’s revenue for the quarter 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 expect that Cloudflare, Inc. will post 0.03 earnings per share for the current year.

Key Headlines Impacting Cloudflare

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 Trading of Cloudflare

Several institutional investors and hedge funds have recently bought and sold shares of NET. HM Payson & Co. acquired a new stake in Cloudflare during the 4th quarter worth approximately $25,000. Wiser Advisor Group LLC purchased a new stake in Cloudflare in the 3rd quarter valued at approximately $26,000. Wexford Capital LP acquired a new position in Cloudflare during the 3rd quarter worth approximately $30,000. CX Institutional raised its stake in shares of Cloudflare by 49.4% during the 2nd quarter. CX Institutional now owns 133 shares of the company’s stock worth $33,000 after buying an additional 44 shares in the last quarter. Finally, Cape Investment Advisory Inc. acquired a new stake in shares of Cloudflare in the 2nd quarter valued at approximately $33,000. Hedge funds and other institutional investors own 82.68% of the company’s stock.

Wall Street Analysts Forecast Growth

Several analysts recently issued reports on the stock. The Goldman Sachs Group lowered shares of Cloudflare from a “buy” rating to a “sell” rating in a report on Wednesday, April 15th. BTIG Research lifted their target price on shares of Cloudflare from $269.00 to $314.00 and gave the company a “buy” rating in a report on Friday, July 10th. Guggenheim restated a “sell” rating and set a $140.00 price target on shares of Cloudflare in a research note on Wednesday, June 10th. Citizens Jmp lifted their price objective on Cloudflare from $270.00 to $330.00 and gave the company a “market outperform” rating in a research note on Monday, July 20th. Finally, Citigroup restated a “market outperform” rating on shares of Cloudflare in a report on Monday, July 20th. Two research analysts have rated the stock with a Strong Buy rating, twenty-one have assigned a Buy rating, six have issued a Hold rating and four have issued a Sell rating to the company. According to data from MarketBeat, the stock presently has a consensus rating of “Moderate Buy” and an average target price of $265.27.

View Our Latest Report on Cloudflare

About Cloudflare

(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.