Click. Check out. Done. Why so difficult?

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So, 2 things:

  1. Looking at their website, ASmallOrange seems to offer CPANEL on shared hosting accounts. You may be interested in the CertSage plugin, written by one of the contributors here - CertSage ACME client (version 1.2.0) - easy webpage interface, optimized for cPanel, no commands to type, root not required

  2. If you enroll onto a Cloudflare plan, public traffic is routed onto their network. You can optionally install their private Origin Certificate (https://developers.cloudflare.com/ssl/origin-configuration/origin-ca/) onto your server to encrypt traffic between your servers and theirs - or leave it unsecured. Cloudflare will automatically obtain publicly trusted certificates (from LetsEncrypt or other services) on your behalf, and automatically encrypt traffic between their network and end-users with that public certificate.

Cloudflare is usually the best option for small hobby websites, as those qualify for their free tier.

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