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

Posted by Danessa Lincoln on Aug 6th, 2026

Cloudflare, Inc. (NYSE:NET – Get Free Report) CEO Matthew Prince sold 32,282 shares of the business’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 sale was disclosed in a legal filing with the SEC, which is accessible 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 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 transaction 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 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 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 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 transaction 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 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 value 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 value of $11,749,731.20.

Cloudflare Price Performance

NET stock traded down $9.62 during midday trading on Wednesday, hitting $291.71. 3,953,788 shares of the stock were exchanged, compared to its average volume of 3,062,454. The stock’s 50-day moving average price is $254.72 and its 200-day moving average price is $217.56. The company has a debt-to-equity ratio of 1.29, a quick ratio of 1.96 and a current ratio of 1.96. The stock has a market cap of $103.11 billion, a price-to-earnings ratio of -1,166.83, a PEG ratio of 225.36 and a beta of 1.65. Cloudflare, Inc. has a fifty-two week low of $158.83 and a fifty-two week 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 business had revenue of $639.75 million for the quarter, compared to analyst estimates of $620.83 million. During the same period in the prior year, the business earned $0.16 earnings per share. The company’s quarterly revenue was up 33.5% on a year-over-year basis. Cloudflare has set its FY 2026 guidance at 1.190-1.200 EPS and its Q2 2026 guidance at 0.270-0.270 EPS. Research analysts predict that Cloudflare, Inc. will post 0.03 earnings per share for the current year.

Analyst Ratings Changes

Several equities analysts recently weighed in on NET shares. New Street Research restated a “market outperform” rating on shares of Cloudflare in a report on Monday, June 15th. KeyCorp restated an “overweight” rating on shares of Cloudflare in a report on Wednesday, June 10th. Citizens Jmp lifted their price objective on shares of Cloudflare from $270.00 to $330.00 and gave the company a “market outperform” rating in a research note on Monday, July 20th. Stifel Nicolaus set a $260.00 target price on shares of Cloudflare in a research report on Friday, May 8th. Finally, Benchmark cut shares of Cloudflare to an “underperform” rating in a research report on Tuesday, July 7th. Two research analysts have rated the stock with a Strong Buy rating, twenty-one have assigned a Buy rating, six have given a Hold rating and four have assigned a Sell rating to the company. According to data from MarketBeat, Cloudflare presently has a consensus rating of “Moderate Buy” and an average target price of $265.27.

Check Out Our Latest Report on NET

Cloudflare News Summary

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

Hedge Funds Weigh In On Cloudflare

Several institutional investors and hedge funds have recently made changes to their positions in the business. Lingotto Investment Management LLP acquired a new stake in Cloudflare in the fourth quarter valued at $34,626,000. Trek Financial LLC acquired a new position in Cloudflare during the 4th quarter worth $1,793,000. Jupiter Asset Management Ltd. increased its position in shares of 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 purchasing an additional 188,226 shares during the last quarter. Massachusetts Financial Services Co. MA increased its position in shares of Cloudflare by 25.8% in the 4th quarter. Massachusetts Financial Services Co. MA now owns 1,639,661 shares of the company’s stock worth $323,259,000 after purchasing an additional 336,768 shares during the last quarter. Finally, Pictet Asset Management Holding SA raised its stake in shares of Cloudflare by 17.6% in the 1st quarter. Pictet Asset Management Holding SA now owns 1,381,985 shares of the company’s stock valued at $284,900,000 after purchasing an additional 206,506 shares in the last quarter. 82.68% of the stock is currently 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.