Comment by LoganDark
15 days ago
Tailscale is the best. It's infinitely better than Hamachi, ZeroTier, etc. My only gripe is that they have some really weird SSO requirements like GitHub, etc. and then that provider becomes a permanent part of your identity.
I've been a fan of Tailscale since encountering it for the first time at a previous job at a small startup. Someone asked if anyone had a Linux machine when we were all testing out something, and I mentioned I had a personal Linux desktop but wasn't sure how to connect it to the VPN for access, and it turned out that the solution was just literally running two commands in the terminal after installing tailscale from the repos. Compared to my first job where connecting to the VPN from Linux required hours of mucking around with openswan (or was it strongswan? so many swans...) and trial and error with various config files, it was unfathomably straightforward.
That strongswan thing is the kind of design HN praises about open protocols by IRC (just the other day...) but in practice is so flexible it can't keep itself upright and it's unusable in practice.
Meanwhile tailscale or wireguard, by being actually opinionated, avoids needing much configuration at both ends.
Yes — configuring strongSwan as a bog-standard VPN server was so hard to fathom I made GitHub repo for it [1]. To be fair, some of the complexity comes from OS support that seems specifically designed to make secure setups difficult, presumably at the behest of various Three Letter Agencies.
I have now mostly switched to Wireguard for this, which is much more sane [2].
[1] https://github.com/jawj/IKEv2-setup [2] https://github.com/jawj/wireguard-setup
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With a desktop its usually possible from the network setting GUI? Worked like that last time I needed to use a VPN for access to a corporate network.
Some of the NetworkManager VPN plugins have weird side-effects. Like the one for OpenVPN force-disables split tunnel configurations and there's no way to turn that off, meaning that all traffic routes through the VPN even if you'd rather only send stuff for certain destination addresses through.
Based on the experience that I (and other coworkers, including on other distros) had, whatever configurations our VPN needed did not seem to work out of the box on network manager.
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Just FYI - with Tailscale you can switch SSO providers by putting in a support ticket. I did it last year and it was a breeze.
Oh, thank you! I might do that.
I think their reasoning on not being an identify provider but acting solely downstream is very clever.
Y? What's wrong with providing username/password authentication
Being an identity provider for anything important is the freaking worst. Exposes you to a million problems. You need human support for login problems and lost MFA tokens, and you are an attack magnet.
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One maybe non-obvious benefit I see in that from the individual Tailscale user perspective is that only having SSO rather than username/password keep the security of my login in the same bin as the larger customers where Tailscale makes their actual money.
A username/password would be perfectly fine for my use-case as an individual user using Tailscale for my homelab and personal devices. But I suspect the majority of real paying customers don't want a separate authentication flow just for Tailscale and would rather use the SSO they already have. I have confidence Tailscale wouldn't half-ass usernames and passwords is they offered it even if it was mostly just for non-paying hobbyist users, but I'm also sort of glad I get to bucket my account security risk with the people paying their bills.
You become responsible for keeping those credentials secure, among a whole host of other problems. (Abuse like credential stuffing (more), data breaches (more), account farms (more), and so on.)
How are the requirements weird? They support any OIDC endpoint whether your own or a vendor’s, and, while uninteresting to HN folks, they also now support passkeys for having no SSO provider at all.
Yeah, I have my Tailscale tied to my Apple account, which just feels weird. I can add a Passkey account to my Tailnet and make it manager, etc., so that’s what I’ve done. The owner is my Apple account, but I actually do everything admin-wise with a Passkey account.
Oh I had no idea they supported Apple. Maybe they didn't back when I signed up? I'm seemingly stuck with GitHub forever now though.
Should be possible to change, just not automated. You have to reach out to support.