[Dowwie]

Cloudflare tunnels is a nightmare to work with. I had the famous experience of "it worked fine at my home, I don't know why it's not working in the lab" and couldn't ever resolve the problem, running on Ubuntu. As of March 2024, Cloudflare tunnels was very, very unrefined (on Ubuntu). QUIC doesn't work and you have to read through forums to find how to change protocol to http2. The logs are insufficient to pinpoint issues. Remote administration workflow seems broken. I should also mention that I used my own domain, not the free one, and used Cloudflare for dns.

I am very interested in Tailscale SSH as an alternative to CloudflareTunnel + SSH. If anyone has experiences with Tailscale SSH, please share (https://tailscale.com/tailscale-ssh)

[fragmede]

You probably don't need Tailscale ssh - you can just install the Tailscale client on your devices, setup a regular ssh server like the one baked into your distro, and just use regular ssh keys to get into machines.