We're a small team with no dedicated IT person. Everyone works remotely. We need a simple, secure way to access our internal tools and a shared file server. Zero-configuration is a huge plus.
I've seen Tailscale and WireGuard mentioned everywhere. For a non-technical team, is Tailscale worth the cost over managing WireGuard ourselves? I'm worried about the ongoing maintenance if we self-host. How hard is it really to keep a WireGuard setup running?
With zero IT staff, go with Tailscale. The cost is basically your sanity budget.
I tried setting up WireGuard for a client last year. It wasn't the initial setup that got me, it was when a team member's home network changed and their config broke. I spent half a day troubleshooting from another state.
Tailscale's magic links and central admin panel mean you don't have to touch config files ever again. It's like paying for a part-time network admin. Worth every penny in your situation.
Curious, what kind of internal tools are you trying to access? Just files, or something else too?
That's a good point about changes breaking the config. I hadn't thought about that.
The "sanity budget" part really hits home. For someone like me, time spent fixing a VPN is time not spent on actual work. But I have to ask, is the Tailscale free tier enough for a few users, or does the real value only start with the paid plan?