Cloudflare vs Tailscale: Revenue, Profit and Business Model
Cloudflare reported $2.2B of revenue in FY2025 and — of net income. Tailscale does not publish annual revenue.
Latest financial snapshot
Cloudflare
- Latest revenue
- $2.2B (FY2025)
- Net income
- —
- Net margin
- 0.0%
- Revenue growth
- +38.1% a year, FY2020–FY2025
Tailscale
Tailscale does not publish annual revenue or profit.
Financial summary
Cloudflare
Cloudflare's revenue has compounded from $431.1 million in 2020 to $2.17 billion in 2025. In 2025 it posted 29.8% growth, 75.8% non-GAAP gross margin, $303.9 million of non-GAAP operating income (14.0% of revenue), $603.1 million of operating cash flow, and $260.6 million of free cash flow, while still reporting a $102.3 million GAAP net loss driven by stock-based compensation. Growth accelerated in 2026: Q2 2026 revenue was $696.1 million (+36% year over year), with a $170.0 million GAAP net loss and $107.8 million of non-GAAP net income. Cash and securities stood at $4.16 billion on June 30, 2026. Management raised full-year 2026 revenue guidance to $2.864-$2.870 billion in August 2026.
Tailscale
Tailscale is private and does not publish revenue. It raised a $3 million seed round announced in April 2020, a $12 million Series A led by Accel in November 2020, a $100 million Series B led by CRV and Insight Partners in May 2022 (reported valuation about $780 million), and a $160 million Series C led by Accel in April 2025. Bloomberg reported the Series C valuation at about $1.5 billion; CEO Avery Pennarun later described it to BetaKit as a $2 billion valuation. Total funding is roughly $275 million. In July 2026 Pennarun said sales were on track to double in 2026, as they have every year since launch, and that the company could reach profitability in under a year on its existing balance sheet.
Revenue and profit by year
Cloudflare
| Year | Revenue | Net income | Margin | Growth | Source |
|---|---|---|---|---|---|
| FY2025 | $2.2B | — | 0.0% | +29.8% | Source |
| FY2024 | $1.7B | — | 0.0% | +28.8% | Source |
| FY2023 | $1.3B | — | 0.0% | +33.0% | Source |
| FY2022 | $975.2M | — | 0.0% | +48.6% | Source |
| FY2021 | $656.4M | — | 0.0% | +52.3% | Source |
| FY2020 | $431.1M | — | 0.0% | — | Source |
Tailscale
Tailscale does not publish annual revenue. What is known about its finances is in the summary above.
Full Tailscale financialsWhere the revenue comes from
Cloudflare
- Enterprise and large-customer contracts
Majority of revenue (exact split not stated here)
Annual and multi-year contracts with large organizations covering application security, Cloudflare One Zero Trust, email security, and network services.
- Self-serve and developer usage
Not separately disclosed
Monthly Pro and Business subscriptions plus usage-based billing for Workers, R2, D1, and Workers AI.
Tailscale
No segment breakdown is published.
Business model and strategy
Cloudflare
How it makes money
Cloudflare makes money by selling subscriptions and usage-based services that run on a single global network. Millions of websites use a free plan; paying customers move up to Pro, Business, and Enterprise plans for advanced DDoS mitigation, web application firewall, bot management, and support.
Growth strategy
Cloudflare grows by landing customers with free or low-cost plans and expanding into more products per account. Its main growth vectors are larger enterprise contracts (it signed its largest-ever deal in Q4 2025, averaging $42.5 million per year in annual contract value), Cloudflare One Zero Trust, and the developer platform.
Competitive advantage
Cloudflare's advantage is its network: data centers in more than 330 cities that run every product on every server, combined with a free tier that brings an enormous volume of diverse traffic onto the platform. That traffic gives Cloudflare broad visibility into attacks, and the shared architecture lets it launch new security, AI, and developer products to its whole customer base at low marginal cost.
Tailscale
How it makes money
Tailscale uses a product-led freemium model. A free Personal plan lets individuals and small homelab users run Tailscale at no cost, and Tailscale has said word-of-mouth from free users is what sells its paid business plans.
Growth strategy
Tailscale grows bottom-up. Free users bring it into their companies, and teams then convert to paid plans as more people join a tailnet. Integrations with Kubernetes, Docker, Synology NAS devices, cloud marketplaces and identity providers such as Okta, Google Workspace and Microsoft Entra ID keep adoption friction low. In 2026 the strategy leans heavily on AI.
Competitive advantage
Tailscale's edge is ease of setup: devices join a tailnet by signing in with an existing identity provider, and NAT traversal plus DERP relays make connections work without port forwarding. Its open-source client, peer-to-peer WireGuard data path and large free user base give it a bottom-up adoption channel that most enterprise ZTNA vendors lack.
Questions about Cloudflare vs Tailscale
Which company has higher revenue — Cloudflare, Inc. or Tailscale?
Cloudflare, Inc. reported $2.2B (FY2025). A verified revenue figure for Tailscale was not available at the time of this comparison.
What is the market cap of Cloudflare, Inc. vs Tailscale?
Cloudflare, Inc. has a market capitalisation of $122.5B. A public market cap figure for Tailscale was not available (it may be privately held).
Which is more financially efficient — Cloudflare, Inc. or Tailscale?
Cloudflare, Inc. generates $420k / employee in revenue per employee. A comparable figure for Tailscale requires matching employee and revenue data from the same reporting period.
How do Cloudflare, Inc. and Tailscale make money?
Cloudflare, Inc. and Tailscale generate revenue in fundamentally different ways. Cloudflare, Inc.: Cloudflare makes money by selling subscriptions and usage-based services that run on a single global network. Tailscale: Tailscale uses a product-led freemium model.
Figures come from each company's filings and the sources linked beside them. Amounts reported in another currency are shown in US dollars at an approximate rate and marked with ~. Back to the Cloudflare vs Tailscale overview