@ezyryder@lemmy.dbzer0.com honestly the bulk of it is probably easily findable online and it'll be faster and probably a better copy
I'd set up Radarr (for movies) and Sonarr (For TV) and grab a Usenet subscription. From there you can just feed a list of items into it and it'll track em down for you, download and sort into a Plex compatible folder structure
For the rest, any DVD reader and handbrake will be fine, you might need DVD decryptor though for any commercial stuffs