Selfhosted
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The main benefits to paying for certs are
The only thing that matters to most people is that they don't get cert errors going to/using a web site, or installing software. Any CA that is in the browsers, OS and various language trust stores is the same to that effect.
The rules for inclusion in the browsers trust stores are strict (many of the Linux distros and language trust stores just use the Mozilla cert set), which is where the trust comes from.
Which CA provider you choose doesn't change your potential attack surface. The question on attack surface seems like it might come from lacking understanding of how certs and signing work.
A cert has 2 parts public cert and private key, CAs sign your sites public cert with their private key, they never have or need your private key. Public certs can be used to verify something was signed by the private key. Public certs can be used to encrypt data such that only the private key can decrypt it.
OP's security concern is valid. Different CAs may differ in the challenges used to verify you to be the domain owner. Using something that you could crack may lead to an attacker's public key being certified instead.
This could for example be the case with HTTPS verification (place a file with a specific content accessible through your URL) if the website has lacking input sanitization and/or creates files with the user's input at an unfortunate location that collides with the challenge.
This attack vector might be far-fetched, but there can certainly be differences between different signing authorities.
But even if you use GoMommy extra super duper triple snake oil security checked ssl cert, if I trick LetsEncrypt to sign a key for that domain I still have a valid cert for your site.
You're right, my bad.
Certificate pinning?
Also all let's encrypt certs are public. So if someone malicious gets a cert for your domain, you can notice.
(Thats also why it may be a bad idea to use that for secretButPublicStuff.Yourdomain.com certificate transparency logs are a great way to find attack surface.)
edit oh certificate pinning has been deprecated in favor of checking transparency logs.