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A comment on The modern HTTPS world has no place for old web servers. Parent comment

Re:The modern HTTPS world has no place for old web servers by shrikant on Wednesday May 13, 2020 @06:19AM (#23165373)
The machine that's running this has no Internet connectivity though (which is a big reason why it's running that stack in the first place!), so I'm not sure if that approach would work?

It's a workplace server as well, so I don't really have the freedom to punch holes for outside access.

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Re:The modern HTTPS world has no place for old web servers by captn3m0 on Wednesday May 13, 2020 @06:36AM (#23165472)
You can issue a certificate for it just via DNS challenge on another system, and then get the keys+cert to the actual system.

The crucial question is: do you control your users's DNS?

I had a setup like this in college, and wrote this: https://blog.sdslabs.co/2014/07/sdslabs-domain-working

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