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Tailscale announced a $100 million Series B on May 4, 2022, led by CRV and Insight Partners. The company said it would use the financing to keep developing its private networking product while investing in quality, security, customer service, sales and growth. This is a historical funding announcement: Tailscale later announced a $160 million Series C in April 2025.
Who invested in Tailscale’s $100 million Series B?
The May 4, 2022 round was led by CRV and Insight Partners. Tailscale also named existing investors Accel, Heavybit and Uncork Capital, along with angel and smaller investors. The announcement was written by co-founder Avery Pennarun. Tailscale’s announcement did not disclose a valuation.
SecurityWeek reported on May 6, 2022, that the financing brought the company’s total raised to $115 million. That is a reported cumulative funding figure, not the amount of the Series B itself. TechCrunch reported that the round valued Tailscale at over $1 billion Canadian dollars; the figure was in Canadian, not U.S., dollars. SecurityWeek’s coverage and TechCrunch’s report provide those contemporaneous figures.
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Why did Tailscale raise the money?
Pennarun said the funding would let Tailscale continue its existing work at a sustainable pace, with attention to product quality, trust, security, customer service and profitability. The company also said it planned to invest in marketing, sales, distribution, enterprise and growth. These were management’s stated priorities in 2022; the announcement does not document how every dollar was ultimately spent. Tailscale’s Series B post describes the company’s plans.
What does Tailscale do?
SecurityWeek described Tailscale as a WireGuard-based private network connectivity service designed for zero-configuration setup and end-to-end encryption. It cited integrations including Google Workspace, Microsoft 365, Okta, Caddy Server, Syncthing and VS Code. TechCrunch described it as a way for users to connect devices and share software services, including as a possible corporate VPN replacement.
Those descriptions explain the product context behind the funding, but they are not independent tests of the service’s security, reliability or performance. In its 2025 announcement, Tailscale described its approach as identity-first networking: users connect to an app, teammate or service rather than relying on a fixed machine IP address. That is the company’s description of its design and positioning.
How the 2022 round compares with Tailscale’s later funding
Tailscale announced a Series C on April 8, 2025. The later announcement makes clear that the 2022 Series B is not the company’s latest funding round.
| Round | Amount and date | Lead investors | Other named participants | Stated priorities |
|---|---|---|---|---|
| Series B | $100 million; announced May 4, 2022 | CRV and Insight Partners | Accel, Heavybit and Uncork Capital, plus angels and smaller investors | Continue existing work at a sustainable pace; focus on product quality, trust, security, customer service and profitability, while investing in marketing, sales, distribution, enterprise and growth. Tailscale’s 2022 announcement. |
| Series C | $160 million USD ($230 million CAD); announced April 8, 2025 | Accel | CRV, Insight Partners, Heavybit and Uncork Capital; existing angel George Kurtz and new investor Anthony Casalena | Accelerate work to remove friction, scale the network without adding complexity, and make identity central to secure connectivity; invest in engineering, product, markets, free-customer support and backward compatibility. Tailscale’s 2025 announcement. |
The 2025 plans, like the 2022 priorities, are statements of management’s intended use of funds rather than independent confirmation of spending or outcomes.
Independent reader supportYour contribution helps us test, update, and keep practical guides available for everyone.What the funding figures do—and do not—show
The $100 million and $160 million amounts are financing totals for separate rounds. SecurityWeek’s $115 million figure is a reported cumulative amount raised after the 2022 Series B, while TechCrunch’s over-$1-billion figure is a reported valuation in Canadian dollars. None of these figures establishes company revenue or a current valuation. TechCrunch said Tailscale did not disclose revenue in 2022; that dated report does not establish its present revenue.
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