I have a home server and I have some HTTP services running on it. I’m thinking if I should even bother with HTTPS, as I’m already using tail scale which should be peer-to-peer and encrypted. So I shouldn’t worry about any men in the middle.

Am I missing something?

It just feels wrong to work with non-S HTTP :(

It can still have issues with potential attacks that would redirect your client to a system outside of the VPN. It would prevent MitM but not complete replacement.

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Yep! It all comes down to your attack surface and how paranoid you want to be.

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