About Tailscale
Tailscale is a company based in Toronto (Canada) founded in 2019 by Avery Pennarun and David Crawshaw. Tailscale has raised $275 million across 4 funding rounds from investors including Accel, Heavybit and CRV. Tailscale has completed 1 acquisition, including Border0. Tailscale offers products and services including Tailscale VPN, Remote Access, and Site-to-Site Networking. Tailscale operates in a competitive market with competitors including Array Networks, NordVPN, NetMotion, Hola VPN and AnchorFree, among others.
- Headquarter Toronto, Canada
- Founders Avery Pennarun, David Crawshaw
- Stage Minicorn
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Technology
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- Legal Name Tailscale Inc
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Products & Services of Tailscale
Tailscale offers a comprehensive portfolio of products and services, including Tailscale VPN, Remote Access, and Site-to-Site Networking.
Secure networking tool for private device connections and access control.
Enables secure remote connections to resources without firewall changes.
Facilitates secure links between networks and clouds for enterprises.
People of Tailscale
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Funding Insights of Tailscale
Tailscale has successfully raised a total of $275M across 4 strategic funding rounds. The most recent funding activity was a Series C round of $160 million completed in April 2025. This substantial capital infusion reflects strong investor confidence in the company's business model, growth potential, and market opportunities. The funding enables strategic expansion, product development, market penetration, and operational scaling to drive long-term value creation and competitive advantage.
Investors in Tailscale
Tailscale has secured backing from 7 investors, including venture fund, institutional, and angel investors. Prominent investors backing the company include Accel, Heavybit and CRV.
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Accel is recognized as a leading venture capital firm.
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CRV is recognized as a venture capital firm investing in technology startups.
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Investment firm scaling software and technology companies from early to late stages.
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Investor details for Tailscale
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Investments & Acquisitions by Tailscale
Tailscale has strategically engaged in corporate development activities, having acquired 1 company. Notable acquisitions include Border0.
Investment portfolio details for Tailscale
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SSH key management solutions are offered for secure server access.
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Complete acquisition details for Tailscale
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Financial Statements - Tailscale
Detailed financials for Tailscale
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Tailscale Comparisons
Peer comparison for Tailscale
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Competitors of Tailscale
Tailscale operates in a dynamic and competitive business environment, facing competition from various established players and emerging companies in the market. The competitive landscape includes prominent companies such as Array Networks, NordVPN, NetMotion, Hola VPN and AnchorFree, among others.
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Network Functions Virtualization platform provider
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Provider of encryption based VPN for secure and anonymous internet activity
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Mobile security and enterprise VPN solutions are offered by NetMotion.
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VPN services for private browsing and video acceleration are offered.
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Secure browsing and online privacy are enabled through VPN services.
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Detailed competitors of Tailscale
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Latest news on Tailscale
Complete news archive for Tailscale
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Frequently Asked Questions about Tailscale
Tailscale was founded in 2019 and raised its 1st funding round 1 year after it was founded.
Tailscale is headquartered in Toronto, Canada. It is registered at Toronto, Ontario, Canada.
Avery Pennarun is the current CEO of Tailscale. They have also founded this company.
Tailscale is a funded company, having raised a total of $275M across 4 funding rounds to date.
Tailscale was founded in 2019 in Toronto, Canada, within the cybersecurity sector. Secure VPN solutions are provided using the WireGuard protocol, incorporating multi-factor authentication and single sign-on for access control. Features such as automatic key rotations, point-to-point connections, encryption, and audit-compliant logging are included. The platform is supported on Linux, iOS, Windows, Raspberry Pi, and ARM architectures, enabling operations across diverse environments.
Tailscale's top competitors include NordVPN, Array Networks and ExpressVPN.
Tailscale offers Tailscale VPN, Remote Access, and Site-to-Site Networking.
Tailscale has made 1 acquisition, including Border0.
Tailscale has 7 investors. Key investors include Accel, Heavybit, CRV, Insight Partners, and Uncork Capital.
The valuation of Tailscale is $778M as of May 2022.