Upgrade from OpenVPN to Tailscale
Switch from OpenVPN to Tailscale alongside 10,000+ businesses
Connect directly, skip the hardware: The decentralized, hassle-free alternative to OpenVPN
Here’s how businesses unlock value with Tailscale
>1000
25x
>90%
OpenVPN is a short-term solution for a long-term problem

OpenVPN is a hassle to set up and maintain
Setting up OpenVPN Access Server requires more initial planning and infrastructure. CloudConnexa reduces this, but involves more initial steps than Tailscale. This also applies to long-term maintenance requirements. In contrast, Tailscale is zero-config and can be set up in minutes.
OpenVPN isn't as performant
OpenVPN operates on a traditional hub-and-spoke VPN architecture with a bottleneck central server that all clients must connect to. Tailscale is instead performant and secure by employing a non-traditional model with a WireGuard®-based overlay mesh network and direct peer-to-peer connections.


Be actually secure everywhere
Traditional network security leaves internal systems vulnerable once breached. Tailscale offers a better approach: programmatic, identity-aware, and end-to-end encrypted security, with a firewall around every device. With 100+ integrations, it secures networks at every level, effortlessly.
Why teams switch from OpenVPN to Tailscale
Ensure a good user experience for everyone
People don’t stick with tools they have to fight against to set up, maintain, and use.
Be secure by default
OpenVPN isn’t deny-by-default. Tailscale is opinionated on security, protecting you from the start.
Lower your attack surface
OpenVPN’s central servers represent endpoints that could be targeted by attackers.
Pricing that works for everyone
For individuals who want to securely connect personal devices, for free.
For small teams seeking an easy-to-use and quick-to-deploy secure network access solution.
For growing teams seeking advanced service/resource-level networking and identity-aware access controls.
For organizations seeking advanced user and posture management, robust compliance, and dedicated support.
Frequently asked questions
Over 10,000 Engineering & IT teams use Tailscale’s networking software to secure their work from anywhere, reduce developer disruption, and protect critical infrastructure. Want to learn more? Read our frequently asked questions, or talk to a member of our team.
How do I transfer from my existing VPN?
By using Tailscale with WireGuard, you can replace all these traditional site-to-site configurations with a secure, high-performance mesh network. This combination ensures a level of security that you can trust.
To get started, configure a Tailscale subnet router in each location. Tailscale handles all the key management and routing necessary to create a multi-site mesh network automatically.
Need more support? Our Solutions Engineering team can provide onboarding sessions for a seamless transition. Get in touch with our team today.
What if I’m under contract with another tool?
If you’re stuck in an annual contract, no problem. Reach out to our team with a copy of your current contract and get Tailscale for free until your current contract expires, for up to 6 months.
Does Tailscale meet my organization’s security standards?
Tailscale has completed a SOC 2 Type II audit covering AICPA’s trust services criteria for security, availability, and confidentiality.
As Tailscale does not store customer data, only metadata, Tailscale doesn’t have any services in scope for HIPAA or PCI. US-based healthcare customers do not need and Tailscale does not execute business associate agreements (BAAs) with our US-based healthcare clients.
Tailscale can be a supporting safeguard for your HIPAA-compliant system to provide integrity and encryption for electronic protected health information transmitted over an electronic communications network.
Tailscale does not store credit card information and instead uses Stripe to securely process transactions.
I'm in, how do I get key decision-makers on board?
We’re happy to join these conversations! Get in touch with our team today.