I’m curious what the benefits are of paying for SSL certificates vs using a free provider such as letsencrypt.

What exactly are you trusting a cert provider with and what are the security implications? What attack vectors do you open yourself up to when trusting a certificate authority with your websites’ certificates?

In what way could it benefit security and/or privacy to utilize a paid service?

And finally, which paid SSL providers are considered trustworthy?

I know Digicert is a big player, but their prices are insane. Comodo seems like a good affordable option, but is it a trustworthy company?

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20 points

If you are just self hosting for your own use, just stick with letsencrypt or self signed certificates.

The paid certificates are for businesses where the users need to trust the certificate. They usually come with warranties and identity verification, which is important if you are accepting payments through your website, but it’s just a waste of money for personal use.

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4 points

There is really no reason to use self-signed anymore. I use Let’s Encrypt even for 10.0.0.0/8 addresses.

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3 points

Except for the learning process and if you want your self-signed local domains in your lan !

https://jellyfin.homelab.domain is easier to access than IP addresses.

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4 points

In that case, i recommend step-ca, which is a certificate authority server with acme support anyone can self host. The setup took a while but it’s been running for months now without problems for me.

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3 points

I’ve been doing home networking for many years now and the public Domain + Cloudflare DNS + Let’s Encrypt is the easiest it’s ever been.

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