Cloudflare Is Cutting 1,100 Jobs to Build the Agentic Internet. Here’s What That Means for NET

Wiltone Asuncion8 minute read
Reviewed by: David Hanson
Last updated May 25, 2026

Key Stats for Cloudflare Stock

  • Current Price: $216.17
  • Target Price (Mid): ~$674
  • Street Target: ~$234
  • Potential Total Return: ~212%
  • Annualized IRR: ~28% / year
  • Earnings Reaction: (23.62%) on 5/7/26
  • Max Drawdown: (36.76%) on 2/23/26

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What Happened?

Cloudflare, Inc. (NET) dropped 23.62% on May 7, and the quarter was excellent. Revenue of $639.8 million grew 34% year-over-year, free cash flow hit $84.1 million, and deals over $1 million surged 73% year-over-year. The stock did not fall because the numbers were bad. It fell because management simultaneously announced it was cutting more than 1,100 employees, roughly 20% of total headcount, to rebuild the company around what CEO Matthew Prince called “an agentic AI-first operating model.”

Markets hate restructuring charges. But reading the Q1 2026 earnings transcript closely reveals something different: the layoffs are not distress. They are the clearest signal yet that Cloudflare is betting its entire organizational structure on a traffic inflection that is already showing up in its numbers.

What the Market Missed in Q1

The surface reaction to May 7 was predictable: restructuring charges of $140 million to $150 million, gross margin down 210 basis points sequentially, and guidance pointing to a slowdown from 34% to around 30% revenue growth in Q2. That is enough to trigger a selloff in a premium-valued stock.

The deeper story is about agentic traffic, the surge in automated AI-driven web requests, reshaping how Cloudflare’s network gets used.

“Today, literally, we’re seeing hundreds of billions of agentic requests per month, and that number is growing exponentially,” Prince said on the call. He put the scale in human terms: “If I’m looking for a digital camera as a human, I might visit five websites. My agent is going to visit 5,000.”

Cloudflare’s Workers developer platform, which processes much of this traffic, added one million new developers in Q1 2026 alone, nearly as many as it added in all of 2025. More than 5.5 million developers now build on the platform, with growth increasingly driven by new customers rather than existing account expansions.

The restructuring is Cloudflare reorganizing itself around the same infrastructure it sells to customers. Prince described “Cloudflare OS,” an internal agentic framework built on Workers, as the operational backbone now running across HR, marketing, engineering, and finance. Internal AI usage increased more than 600% in the prior three months, 97% of R&D employees use AI coding tools, and 100% of production code is now reviewed by autonomous agents.

“By decoupling our ability to scale from the traditional dependencies of the past,” CFO Thomas Seifert said, “Cloudflare will be structurally faster, more innovative, more productive and more efficient.”

Cloudflare Revenue & Free Cash Flow (TIKR)

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The Infrastructure Advantage Nobody Is Pricing In

The most underappreciated section of the Q1 transcript was Prince’s explanation of why Cloudflare’s economics differ structurally from the hyperscalers.

Competitors like Amazon Web Services and Microsoft Azure must buy servers and lease them back, requiring capital investment well ahead of demand. Cloudflare dispatches workloads wherever it has excess capacity globally, letting it serve inference demand without investing ahead of it. According to Prince on the call, Cloudflare’s GPU utilization is approaching its CPU range of 70% to 80%, compared to what he described as single-digit GPU utilization rates at most hyperscalers.

The Anthropic partnership announced on May 19 is the first commercial product to emerge from that positioning. Cloudflare Environments for Claude Managed Agents allows organizations to run AI agent workflows on Anthropic’s Claude platform while using Cloudflare’s global network and Workers to execute code, secure private connections, and access specialized tools. When a Claude-powered agent needs to do something, that work runs inside Cloudflare’s network. The stock gained 1.6% on the announcement date.

Prince also flagged a longer-term monetization angle he called Act 4: controlling and eventually charging for AI crawler traffic accessing content behind Cloudflare’s network. “Somewhere in 2027, we think non-human traffic is going to surpass human traffic,” Prince said, “and it’s not going to slow down.” Management named this as one of six explicit 2026 priorities.

Valuation: Justified Premium or Stretched One?

At $216.17, Cloudflare trades at 25.30x NTM EV/Revenue and 103.42x NTM EV/EBITDA, per TIKR. The Street’s mean price target is around $234 across 31 price target estimates, implying only about 8% upside from current levels. The analyst split reflects a divided market: 16 Buys, 6 Outperforms, 10 Holds, 1 Underperform, and 1 Sell.

Peer comparisons from TIKR show how large that premium is. Akamai Technologies (AKAM) trades at 5.55x NTM EV/Revenue, Okta (OKTA) at 4.42x, and Fastly (FSLY) at 3.56x. Cloudflare runs at 25.30x, between 4x and 7x what those peers command. Whether that gap is earned depends on whether the agentic traffic thesis proves durable.

The Q1 data support it. Customers spending more than $5 million annually grew 50% year-over-year and hit a record number of new additions in Q1. Remaining performance obligations (RPO), which represent contracted future revenue, came in at $2.543 billion, up 36% year-over-year. Those are not the numbers of a company whose growth is structurally slowing.

On gross margin, the compression is real, but the explanation matters. Seifert attributed the 210 basis point sequential decline to two shifts: free customer traffic converting to paid (moving network costs from sales and marketing into cost of revenue, a wash at the P&L level) and the Workers platform carrying a below-average gross margin. He also said operating margin is a better competitiveness measure as product mix shifts.

Cloudflare NTM EV/Revenues (TIKR)

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TIKR Advanced Model Analysis

  • Current Price: $216.17
  • Target Price (Mid): ~$674
  • Potential Total Return: ~212%
  • Annualized IRR: ~28% / year
Cloudflare Advanced Valuation Model (TIKR)

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The TIKR mid-case targets around 22% revenue CAGR through 2030, anchored by two drivers. First, the Workers developer platform is scaling faster than at any point in the company’s history. Second, the $5 million-plus customer cohort grew 50% year-over-year in Q1, and pool-of-funds contracts are showing strong renewal rates per Seifert’s call comments. The model also assumes net income margins reaching around 17% by 2030, supported by operating leverage as headcount costs fall relative to scaling revenue.

The downside risks are concentrated. A miss against Q2 guidance of $664 million to $665 million would reset the narrative hard, particularly because most restructuring charges hit in Q2. If gross margin keeps declining without the operating leverage story materializing, the 25x forward revenue multiple becomes difficult to defend.

One profitability signal Seifert gave that most post-earnings coverage ignored: Cloudflare already exceeds a Rule of 40 score of 46%, a software industry benchmark combining revenue growth and profit margins, and he said the company has visibility to crossing 50% in 2027. That is the operating thesis in one number.

Conclusion

The real test comes July 30, when Cloudflare reports Q2 2026 earnings. Management guided for $664 million to $665 million in revenue, around 30% year-over-year growth. The number itself matters less than whether Seifert confirms gross margin stabilization and whether Workers developer additions are tracking near Q1’s pace.

If those signals hold, the May 7 selloff will look like the market pricing in the wrong risk. If Q2 misses and gross margin keeps declining, the 25x revenue multiple has room to compress further.

The thesis is not that Cloudflare is cheap. At 25x forward revenue, it is not. The thesis is that it is at the beginning of a traffic inflection its infrastructure was built for, and that cutting 1,100 jobs to get there is management signaling they believe it clearly enough to take the hardest decision a CEO can make.

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Should You Invest in Cloudflare?

The only way to really know is to look at the numbers yourself. TIKR gives you free access to the same institutional-quality financial data that professional analysts use to answer exactly that question.

Pull up Cloudflare, and you’ll see years of historical financials, what Wall Street analysts expect for revenue and earnings in the quarters ahead, how valuation multiples have moved over time, and whether price targets are trending up or down.

You can build a free watchlist to track Cloudflare alongside every other stock on your radar. No credit card required. Just the data you need to decide for yourself.

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Disclaimer:

Please note that the articles on TIKR are not intended to serve as investment or financial advice from TIKR or our content team, nor are they recommendations to buy or sell any stocks. We create our content based on TIKR Terminal’s investment data and analysts’ estimates. Our analysis might not include recent company news or important updates. TIKR has no position in any stocks mentioned. Thank you for reading, and happy investing!

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