Yeah I've been ripping movies and TV shows off of discs since the early Netflix days. I'd get 3 DVDs in the mail, rip them with HandBrake and then send them back the next day. Rinse and repeat.

I also own the first 20 seasons of the Simpsons on DVD. I'd own more but they stopped making them. Despite starting it decades ago, they took so long that the DVD (and disk format in general) has become obsolescent for the most part. But I've ripped all 20 seasons on to my network, including the commentary tracks, which I absolutely love.

I don't burn subtitles in though. I've never had a problem using them with vlc (since the early aughts) and then mpv (as of maybe 10 years ago). I don't use anything fancy though for viewing. I just have a handful of Intel NUCs running Archlinux hooked up to each TV in the house. I skipped all the Plex bullshit.