point me toward guide

Can I get a good suggestion to a guide that will help me simply set up a new linode webserver using Debian 11 that I can FTP into that will serve images for my website using SSL with letsencypt?

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We have a guide that covers how to setup a web server using your preferred distribution as well as a guide that covers how to transfer files using FTP:

Regarding your request to use FTP with SSL, it sounds like you may be referring to FTPS. According to this article, FTPS is just an extension to FTP that adds support for cryptographic protocols such as Transport Layer Security (TLS) and Secure Sockets Layer (SSL). That being said, I was able to find a third-party resource that could provide some assistance on how to set it up. This guide is meant for Ubuntu, but Ubuntu is built on the Debian architecture and infrastructure, so this may be able to provide some guidance:

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