Tailscale, Inc.

Tailscale, Inc. is a Canadian technology company that provides a modern virtual private network (VPN) solution, leveraging WireGuard® to ensure secure and user-friendly connectivity for enterprises and individual users alike. Founded in 2019 and headquartered in Toronto, Canada, Tailscale, Inc. specializes in VPN technology that facilitates seamless device connectivity across networks.

The company was co-founded by Avery Pennarun, Brad Fitzpatrick, David Carney, and David Crawshaw. As of April 2025, Tailscale raised USD 160 mn in Series C funding led by Accel, with participation from other investors including Uncork Capital, Heavybit, Insight Partners, and Crv, bringing the total amount raised to USD 160 mn and the company valuation to USD 1,500 mn. Tailscale offers a modern virtual private network (VPN) solution that leverages WireGuard®, a high-performance VPN protocol known for its usability and security. The core product enables fast and seamless point-to-point device connectivity without the need for hardware or complex firewall configurations, which traditionally hinder network accessibility.

Tailscale focuses on providing a secure, zero-configuration VPN that simplifies the process of connecting devices across various networks, such as cloud infrastructures and on-premises setups. The primary end users include enterprises, developers, and individual users seeking secure remote access to their devices and resources. Tailscale’s offerings are applicable across multiple geographical markets, particularly in North America, Europe, and parts of Asia, catering to over 10,000 companies globally. Tailscale generates revenue primarily through a subscription model that allows businesses to access its suite of products and services.

The company provides various pricing tiers aimed at different customer segments, including enterprise clients who may require more advanced features such as automated user onboarding and comprehensive access control management. These tiers are designed to scale based on the size and needs of the organization, allowing for flexible integration into existing workflows. Transactions are structured around annual or monthly subscriptions, where clients pay for the number of users or devices connected to the Tailscale network. The flagship service revolves around its WireGuard®-based VPN technology, which is central to the company’s value proposition in enhancing connectivity and security for remote workforces and multi-cloud environments.

In April 2025, Tailscale Inc. secured USD 160 mn in Series C funding led by Accel, which will be utilized to expand its engineering and product teams, and to facilitate entry into new markets. The company is focusing on increasing its presence in emerging markets and plans to launch new product features that enhance user experience and security in the coming year.