Tailscale delivers a modern VPN alternative that enables secure, point-to-point connections between devices without traditional network complexity. Designed for developers, enterprises, and distributed teams, the platform emphasizes simplicity, security, and performance.
By combining WireGuard encryption with single sign-on, automatic key rotation, and audit-friendly logging, Tailscale allows organizations to deploy private networks quickly across cloud, on-prem, and personal devices.
What Is Tailscale and What Does It Do?
Tailscale, founded in 2019, is a Toronto-based cybersecurity company that provides VPN and private networking solutions using the WireGuard protocol.
The platform enables secure device-to-device connections with features such as multi-factor authentication, SSO-based access control, encryption, and automatic key management.
Tailscale employs 11-50 employees as of July 2024.
How Much Funding Has Tailscale Raised?
1. Seed Round
- Amount Raised: $3M
- Date: April 2020
- Lead Investors: Heavybit, Uncork Capital
- Motivation: To build the initial WireGuard-based networking product.
2. Series A
- Amount Raised: $12M
- Date: November 2020
- Lead Investors: Accel
- Motivation: To expand the engineering team and launch enterprise features.
3. Series B
- Amount Raised: $100M
- Date: May 2022
- Lead Investors: CRV, Insight Partners
- Motivation: To scale enterprise adoption and global usage.
4. Series C
- Amount Raised: $160M
- Date: April 2025
- Lead Investors: Accel
- Motivation: To accelerate product innovation and expand go-to-market efforts.
Total Funding Raised: $275 Million
Last Publicly Reported Valuation: $778 Million (Series B, May 2022; Series C April 2025 valuation not disclosed)
Latest Funding Date: April, 2025
Key Investors
1. Accel
- Details: A global venture capital firm investing in early and growth-stage technology companies.
- Investment Focus Areas: Enterprise software, cybersecurity, SaaS.
- Notable Investments: Tailscale, Slack, Dropbox, Atlassian.
2. Insight Partners
- Details: A growth equity firm focused on scaling software and internet companies.
- Investment Focus Areas: Enterprise software, security, data infrastructure.
- Notable Investments: Tailscale, Wiz, Datadog, Shopify.
3. CRV
- Details: An early-stage venture capital firm with a strong focus on technical founders.
- Investment Focus Areas: Infrastructure, developer tools, cybersecurity.
- Notable Investments: Tailscale, DoorDash, Vercel, Mattermost.
4. Heavybit
- Details: A developer-focused venture firm and accelerator supporting infrastructure startups.
- Investment Focus Areas: Developer tools, cloud infrastructure, APIs.
- Notable Investments: Tailscale, Netlify, LaunchDarkly.
Where Is Tailscale’s Headquarters?
Tailscale is headquartered in Toronto, Canada, operating at the center of North America’s growing cybersecurity and developer tools ecosystem.
What’s Next for Tailscale?
Tailscale is focused on expanding enterprise-grade features, improving zero-trust networking workflows, and supporting larger, more complex infrastructure environments. As remote work and distributed systems continue to grow, the company is well-positioned to become a default secure networking layer for modern organizations.
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