[jpdb]

I generally prefer tailscale and trust them more than cloudflare to not rug-pull me on pricing, but the two features that push me towards cloudflared is the custom domains and client-less access. I could probably set it up with caddy and some plugins, but then I still need to expose the service and port forward.

[jchw]

I'm definitely not trying to dissuade anyone from using Cloudflare, just making sure people realize the potential privacy implications of doing so. It isn't always obvious, even though some of the features pretty much require it (at least to be handled entirely on Cloudflare's side. You could implement similar features that are split between the endpoint and the coordination server without requiring full TLS stripping. Maybe Tailscale will support some of those as features of the `serve` server?)

> client-less access

JFYI, Tailscale Funnels also work for this, though depending on your use case it may not be ideal. Ultimately, Cloudflare does handle this use case a bit better.

[jpdb]

Tailscale funnels do work, but it's public only. No auth.

[jchw]

Yeah, because the auth can't be done on Tailscale's end if they don't terminate the TLS connection. However, it is still possible to use an authentication proxy in this situation. Many homelab and small to medium size company setups use OAuth2 Proxy, often with Dex. If you wanted to get fancier, you could use Tailscale for identity when behind the firewall and OAuth2 Proxy when outside the firewall.

This may seem like a lot of effort and it is definitely not nothing, but Cloudflare Tunnels also has a decent number of moving parts and frankly their authentication gateway leaves a bit to be desired for home users.

[elcritch]

Tailscale ‘serve’ works well at my startup. SSL and DNS still but unlike funnel it’s limited to your tailscale network.

[brendoelfrendo]

> I could probably set it up with caddy and some plugins, but then I still need to expose the service and port forward.

Not so! I have custom domains on my Tailnet with Caddy. You just need to set up Caddy to perform the ACME DNS challenge to get certs for your domain (ironically I use Cloudflare for DNS because they make it very easy to set this up with just an API key). No plugins or open ports needed.

[dewey]

That's a fair personal decision, but if I would have to put money on it I'd say the chances of new company that raised 160 million of VC funding this year alone vs. established profitable company with a track record of offering free services for many years already I'd put my money on the latter.