Not as much as we expected frankly and each new nodes is as quick to setup as Tailscale I’d say.
The main « issue » was working with some key concepts of Teleport (logins, roles, connectors).
It took us about an hour.
That's shocking considering my experience of weeks, nice.
We thought it was going to be a whole huge project and budgeted a week for it. It was not a whole huge project.
Teleport developer here — sorry about that. We’re aware that initial setup is at times a pain point and are prioritizing improving this. If you can provide more details about what specifically went wrong for you I’m interested in getting to the bottom of it. Feel free to reply here or you can email me isaiah@goteleport.com