Insider Selling: Cloudflare (NYSE:NET) CEO Sells 52,384 Shares of Stock

Posted by Brian Himes on May 21st, 2026

Cloudflare, Inc. (NYSE:NET – Get Free Report) CEO Matthew Prince sold 52,384 shares of the company’s stock in a transaction on Thursday, May 21st. The stock was sold at an average price of $210.66, for a total transaction of $11,035,213.44. Following the sale, the chief executive officer directly owned 25,550 shares in the company, valued at $5,382,363. This trade represents a 67.22% decrease in their ownership of the stock. The transaction was disclosed in a filing with the SEC, which is available at 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, May 19th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $204.15, for a total transaction of $10,694,193.60.
On Wednesday, April 8th, Matthew Prince sold 51,725 shares of Cloudflare stock. The stock was sold at an average price of $213.59, for a total value of $11,047,942.75.
On Monday, April 6th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $210.02, for a total transaction of $11,001,687.68.
On Wednesday, April 8th, Matthew Prince sold 659 shares of Cloudflare stock. The shares were sold at an average price of $223.62, for a total value of $147,365.58.
On Wednesday, March 18th, Matthew Prince sold 38,766 shares of Cloudflare stock. The shares were sold at an average price of $218.87, for a total transaction of $8,484,714.42.
On Monday, March 16th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $209.08, for a total transaction of $10,952,446.72.
On Wednesday, March 18th, Matthew Prince sold 13,618 shares of Cloudflare stock. The shares were sold at an average price of $227.80, for a total transaction of $3,102,180.40.
On Thursday, February 26th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $173.78, for a total transaction of $9,103,291.52.
On Tuesday, February 24th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $164.15, for a total transaction of $8,598,833.60.

Cloudflare Trading Up 1.1%

NET traded up $2.34 during trading on Thursday, reaching $212.47. 2,791,087 shares of the company’s stock were exchanged, compared to its average volume of 4,700,855. The firm has a fifty day moving average price of $207.53 and a two-hundred day moving average price of $199.52. The stock has a market capitalization of $75.10 billion, a PE ratio of -849.88 and a beta of 1.67. Cloudflare, Inc. has a one year low of $154.93 and a one year high of $260.00. The company has a current ratio of 1.96, a quick ratio of 1.96 and a debt-to-equity ratio of 1.29.

Cloudflare (NYSE:NET – Get Free Report) last issued its quarterly earnings data on Thursday, May 7th. The company reported $0.25 earnings per share for the quarter, topping the consensus estimate of $0.23 by $0.02. The company had revenue of $639.76 million for the quarter, compared to analysts’ expectations of $620.83 million. Cloudflare had a negative net margin of 3.72% and a negative return on equity of 5.65%. Cloudflare’s revenue for the quarter was up 33.5% on a year-over-year basis. During the same quarter in the previous year, the firm posted $0.16 earnings per share. Cloudflare has set its FY 2026 guidance at 1.190-1.200 EPS and its Q2 2026 guidance at 0.270-0.270 EPS.

Analyst Ratings Changes

Several equities research analysts have commented on the stock. Wells Fargo & Company upped their price objective on shares of Cloudflare from $265.00 to $270.00 and gave the company an “overweight” rating in a report on Wednesday, February 11th. KeyCorp cut shares of Cloudflare from an “overweight” rating to a “hold” rating in a report on Wednesday, April 15th. Stifel Nicolaus set a $260.00 target price on Cloudflare in a research report on Friday, May 8th. TD Cowen reiterated a “buy” rating on shares of Cloudflare in a research report on Tuesday, January 27th. Finally, Guggenheim boosted their price objective on Cloudflare from $117.00 to $140.00 and gave the company a “sell” rating in a research note on Wednesday, February 11th. Eighteen equities research analysts have rated the stock with a Buy rating, seven have given a Hold rating and three have assigned a Sell rating to the stock. According to MarketBeat.com, the stock currently has an average rating of “Moderate Buy” and a consensus price target of $236.68.

Get Our Latest Stock Analysis on NET

Institutional Inflows and Outflows

Several hedge funds have recently made changes to their positions in NET. Essential Partners LLC boosted its holdings in shares of Cloudflare by 14.5% during the first quarter. Essential Partners LLC now owns 402 shares of the company’s stock worth $83,000 after purchasing an additional 51 shares during the period. Janus Henderson Group PLC boosted its holdings in shares of Cloudflare by 583.1% during the first quarter. Janus Henderson Group PLC now owns 241,367 shares of the company’s stock worth $49,805,000 after purchasing an additional 206,032 shares during the period. Centaurus Financial Inc. boosted its holdings in shares of Cloudflare by 4.8% during the first quarter. Centaurus Financial Inc. now owns 1,780 shares of the company’s stock worth $367,000 after purchasing an additional 82 shares during the period. Bull Harbor Capital LLC purchased a new stake in shares of Cloudflare during the first quarter worth about $417,000. Finally, Altshuler Shaham Ltd boosted its holdings in shares of Cloudflare by 136.7% during the first quarter. Altshuler Shaham Ltd now owns 8,690 shares of the company’s stock worth $1,793,000 after purchasing an additional 5,019 shares during the period. 82.68% of the stock is owned by hedge funds and other institutional investors.

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.

Insider Buying and Selling by Quarter for Cloudflare (NYSE:NET)

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