Tough organization. We do 5 and then a write up. 3 write ups for the same thing gets you spaced...
I like to switch back and forth for Trek. I like airdate order for nostalgia, production order for series evolution, but usually cherry pick by mood.
I think someone else on here mentioned a Plex server, which I also use. I have the series sorted by production order, but have playlists for airdate and "favorites." And since they're all digital files, I restored credits and (approximate) first season theme music. Also in the process of putting the 1980's sound mix over the DVD video. If CBS/Paramount won't give me the version I want, I'll make it myself.