I index my media. I have ever since I started backing up physical copies. I’m almost anal-retentive about it.
Media type \ category \ title \ (sub-category) \ file.
So Video \ TV Show \ Series Title \ Season \ episode.
It works pretty well. Especially with Plex.
There are a number of tools available to source digital copies of media (the legality of which is very location-dependant). In some places, keeping a digital copy of physical media is fine. It comes under the ‘backup’ classification.
In others? Most decidedly illegal. It’s up to you to find out what the laws are in your area, and how they affect you. I am not endorsing law-breaking (and no, I didn’t have a lawyer tell me to write that – I don’t encourage it).
In this category, I’ll post info about whatever media management tools I happen to find useful. Some of these may fall into multiple categories – so if you see them in other places, it’s because I use category tags for it.