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

January 9, 2026 by InsiderTrades.com

Key Points

CEO Matthew Prince sold 52,384 shares on Jan. 8 at $189.47 (~$9.93M), and has made multiple similar block sales (including Jan. 6), with clustered insider and director selling this period totaling tens of millions, which could create short‑term selling pressure.
Cloudflare posted a revenue beat with revenue up 30.7% YoY and EPS of $0.27, but still has negative net margins; analysts remain mixed with an average rating of "Moderate Buy" and an average price target of $233.70, while downgrades and a reputational/legal dispute with LaLiga add near‑term risk.

Cloudflare, Inc. (NYSE:NET - Get Free Report) CEO Matthew Prince sold 52,384 shares of Cloudflare stock in a transaction dated Thursday, January 8th. The stock was sold at an average price of $189.47, for a total value of $9,925,196.48. The transaction was disclosed in a filing with the SEC, which is available at this link.

12 Analysts Just Raised CrowdStrike Targets—Here’s What They See Coming

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

On Tuesday, January 6th, Matthew Prince sold 52,384 shares of Cloudflare stock. The shares were sold at an average price of $194.77, for a total value of $10,202,831.68.
On Friday, December 5th, Matthew Prince sold 52,384 shares of Cloudflare stock. The shares were sold at an average price of $201.23, for a total value of $10,541,232.32.
On Wednesday, December 3rd, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $202.19, for a total value of $10,591,520.96.
On Wednesday, November 19th, Matthew Prince sold 52,384 shares of Cloudflare stock. The stock was sold at an average price of $195.32, for a total value of $10,231,642.88.
On Monday, November 17th, Matthew Prince sold 52,384 shares of Cloudflare stock. The shares were sold at an average price of $204.76, for a total value of $10,726,147.84.
On Thursday, October 16th, Matthew Prince sold 52,277 shares of Cloudflare stock. The stock was sold at an average price of $213.94, for a total transaction of $11,184,141.38.
On Tuesday, October 14th, Matthew Prince sold 52,384 shares of Cloudflare stock. The shares were sold at an average price of $215.51, for a total transaction of $11,289,275.84.
On Thursday, October 16th, Matthew Prince sold 107 shares of Cloudflare stock. The shares were sold at an average price of $220.79, for a total transaction of $23,624.53.

Cloudflare Stock Performance

Shares of NET stock opened at $186.91 on Friday. The company has a market capitalization of $65.47 billion, a price-to-earnings ratio of -623.03, a PEG ratio of 133.40 and a beta of 1.96. The company has a debt-to-equity ratio of 1.46, a quick ratio of 2.04 and a current ratio of 2.04. The company has a 50-day simple moving average of $206.32 and a 200 day simple moving average of $206.43. Cloudflare, Inc. has a 52 week low of $89.42 and a 52 week high of $260.00.

Cloudflare Just Broke the Internet, But It’s Still a Red-Hot Buy

Cloudflare (NYSE:NET - Get Free Report) last released its quarterly earnings results on Thursday, October 30th. The company reported $0.27 earnings per share for the quarter, beating the consensus estimate of $0.23 by $0.04. The firm had revenue of $562.03 million for the quarter, compared to analysts' expectations of $544.65 million. Cloudflare had a negative net margin of 5.12% and a negative return on equity of 6.54%. The business's revenue was up 30.7% on a year-over-year basis. During the same period in the prior year, the firm earned $0.20 EPS. Cloudflare has set its Q4 2025 guidance at 0.270-0.270 EPS and its FY 2025 guidance at 0.910-0.910 EPS. On average, sell-side analysts predict that Cloudflare, Inc. will post -0.11 earnings per share for the current year.

Key Stories Impacting Cloudflare

Here are the key news stories impacting Cloudflare this week:

Positive Sentiment: Zacks says Cloudflare has a strong earnings‑surprise record and the setup to potentially beat again next quarter — a fundamental positive that can support the stock if results repeat. Cloudflare (NET) Ascends While Market Falls
Positive Sentiment: Profile pieces note strong long‑term returns (e.g., ~374% over three years), which supports investor confidence and could attract momentum buyers. Cloudflare's investors pleased with 374% return
Neutral Sentiment: Piper Sandler kept a Hold rating on NET — a cautious stance that doesn't add buying pressure but signals no downgrade‑driven selling. Piper Sandler Sticks to Hold
Neutral Sentiment: Institutional activity remains elevated (several funds adjusted positions), which increases liquidity and can amplify moves but doesn’t by itself indicate direction. MarketBeat: NET insider & institutional activity
Negative Sentiment: CEO Matthew Prince sold large blocks this week (52,384 shares on Jan. 6 at ~$194.77 and another 52,384 on Jan. 8 at ~$189.47), totaling ~ $20M+ — large insider sales often trigger short‑term selling pressure and investor concern. SEC Form 4: Matthew Prince
Negative Sentiment: Piper Sandler lowered its price target to $220 from $249 — a direct cap on near‑term upside that may weigh on sentiment. Price Target Lowered to $220
Negative Sentiment: A public dispute with LaLiga (Spanish soccer league) alleging Cloudflare “ignores illegal content” raises reputational and policy/regulatory risk that could force costly changes or legal responses. Spanish soccer league battles Cloudflare over piracy
Negative Sentiment: Additional director selling (Mark Hawkins, John Graham‑Cumming, Carl Ledbetter and small sales by others) was filed this week — while dollar amounts are smaller, clustered insider sales can amplify negative sentiment. Director Form 4 filings

Institutional Investors Weigh In On Cloudflare

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A number of large investors have recently bought and sold shares of the company. Physician Wealth Advisors Inc. increased its holdings in Cloudflare by 693.3% in the 3rd quarter. Physician Wealth Advisors Inc. now owns 119 shares of the company's stock valued at $26,000 after buying an additional 104 shares during the period. Wiser Advisor Group LLC acquired a new stake in shares of Cloudflare during the 3rd quarter worth approximately $26,000. Westside Investment Management Inc. increased its stake in Cloudflare by 100.0% in the third quarter. Westside Investment Management Inc. now owns 130 shares of the company's stock valued at $28,000 after acquiring an additional 65 shares during the last quarter. Twin Peaks Wealth Advisors LLC acquired a new position in Cloudflare during the second quarter valued at approximately $29,000. Finally, ORG Wealth Partners LLC raised its position in Cloudflare by 101.4% during the third quarter. ORG Wealth Partners LLC now owns 139 shares of the company's stock valued at $30,000 after purchasing an additional 70 shares in the last quarter. 82.68% of the stock is currently owned by institutional investors and hedge funds.

Analyst Upgrades and Downgrades

A number of research analysts have commented on the company. Cantor Fitzgerald upped their price objective on Cloudflare from $199.00 to $224.00 and gave the company a "neutral" rating in a report on Friday, October 31st. Piper Sandler reduced their target price on shares of Cloudflare from $249.00 to $220.00 and set a "neutral" rating for the company in a research report on Monday. KeyCorp raised their price target on shares of Cloudflare from $235.00 to $300.00 and gave the stock an "overweight" rating in a research report on Friday, October 31st. DZ Bank upgraded shares of Cloudflare from a "sell" rating to a "hold" rating and set a $237.00 price objective for the company in a research note on Wednesday, November 5th. Finally, Scotiabank increased their target price on shares of Cloudflare from $200.00 to $225.00 and gave the stock a "sector perform" rating in a research report on Friday, October 31st. One equities research analyst has rated the stock with a Strong Buy rating, eighteen have given a Buy rating, ten have given a Hold rating and two have given a Sell rating to the company. According to data from MarketBeat, the company presently has an average rating of "Moderate Buy" and an average price target of $233.70.

View Our Latest Report on Cloudflare

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.