30 Tech Innovators to Watch 2025

Tailscale Makes It Easier for Teams to Build Secure, Private Networks

Avery Pennarun of Tailscale shares how the company replaces the pain of traditional VPNs with a fast, private and easy to use solution.

By SBR
Aug 1, 2025 4:00 AM Updated February 28, 2026
Avery Pennarun, Co-Founder & CEO, Tailscale Photo by SBR

Avery Pennarun, Co-Founder & CEO, Tailscale


Tailscale is helping businesses build secure, private networks without the challenges that come with traditional VPNs. Teams using the company’s product can connect devices and users quickly without weeks of setup or complex configurations. Unlike many corporate VPN solutions, Tailscale requires no upfront cost, introduces minimal latency and integrates directly with the services organizations already rely on.

Avery Pennarun, co‑founder and CEO, says the company’s goal has always been to remove friction for teams trying to work securely from anywhere. As distributed work became the standard for more businesses, IT leaders realized that legacy VPN systems were difficult to manage and prone to failure. Tailscale was built to address these problems with a lightweight, modern approach to secure networking.

Rethinking How Teams Connect

Traditional corporate VPNs often depend on centralized gateways and rigid network designs that can be slow, expensive and unreliable. Avery explains that Tailscale takes a different path. By building on the open‑source WireGuard protocol, the company allows devices to connect directly to each other through encrypted tunnels, eliminating the need for a central server.

This peer‑to‑peer architecture reduces latency and removes single points of failure. It also makes the network more scalable because administrators do not need to constantly adjust infrastructure as teams grow. Devices authenticate using existing identity providers such as Google, Microsoft, Okta and GitHub, which makes onboarding faster and easier.

The result is a secure network that feels as seamless as using a consumer app. Users log in once, and their devices can securely communicate with everything they are authorized to access.

Removing the Barriers to Security

Avery says one of Tailscale’s priorities is making strong security available without extra cost or complexity. Every connection is end‑to‑end encrypted by default, and the company never stores customer traffic. This design not only protects data but also reduces the risk of targeted attacks on centralized servers.

Access controls are built around identity rather than IP addresses, so teams can manage permissions without maintaining complicated firewall rules. Administrators can easily see which devices and users are connected, improving accountability and reducing the chance of configuration errors.

By combining these features with minimal overhead, Tailscale allows organizations of any size to strengthen their security posture without slowing their teams down.

Flexible Enough for Any Team Size

The company’s architecture works for both small businesses and large enterprises. Smaller teams appreciate that they can set up a private network in minutes, while bigger organizations use Tailscale to secure complex multi‑cloud environments and remote workforces spread across multiple regions.

Avery points out that developers have also become some of the company’s most loyal users. Tailscale lets them connect laptops, servers and cloud resources without opening unnecessary ports or adding firewall exceptions, which makes development faster and more secure.

Designed for the Way Teams Work Today

One of the reasons Tailscale has gained traction is its ability to fit naturally into existing workflows. There is no need for employees to remember to connect manually before starting work. Once a device is logged in, it is part of the network, and authorized resources remain available as long as the user has access.

This ease-of-use matters because teams are often distributed and using a mix of personal and corporate devices. Avery explains that when security tools get in the way, users find workarounds that create risk. Tailscale eliminates that tension by being invisible in day‑to‑day use.

Customer‑Driven Growth

Tailscale’s growth has been fueled by teams who try the product and then expand its use across their organizations. Avery says customers often begin with a small project, connecting a few developers or test servers, and quickly realize the broader benefits.

The company’s pricing model makes it easy for customers to start small and scale. Teams can begin using Tailscale with no upfront cost, then move to paid plans as they grow and need more advanced features. This flexibility has helped the company build lasting relationships with customers across industries.

A Broader Vision for Secure Networking

Tailscale is continuing to add capabilities that help teams secure their networks without additional complexity. Recent updates include more advanced access controls, improved integrations with popular services and tools for monitoring connections across large networks.

Avery says the company will continue to invest in making security more accessible for organizations that may not have dedicated networking teams. The goal is to give every business, regardless of size, the ability to protect its data and connect its people easily.

Empowering Businesses in a Distributed World

As hybrid and remote work become permanent fixtures, the need for secure, reliable and easy‑to‑use networking solutions has never been greater. Tailscale addresses this challenge by offering a system that does not require weeks of setup or expensive infrastructure changes.

Avery believes the company’s success comes from focusing on what customers actually need: speed, security and simplicity. By eliminating the pain points of traditional VPNs, Tailscale has earned the trust of thousands of teams worldwide.

For businesses searching for a way to protect their data without burdening their employees, Tailscale offers a clear solution. Teams can connect securely, collaborate effectively and focus on their work, knowing that their network is safe and resilient.

Avery Pennarun, Co-Founder & CEO, Tailscale

Tailscale proves that enterprise‑grade security does not have to come at the expense of simplicity.

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