It's hard to look past WWE DVDs because they are usually the best produced and they have all the rights to just about every wrestling company past and present. That being said, you can't go past The Rise and Fall of ECW. That would probably be the best WWE produced documentary DVD there is.
In terms of Superstar compilations, Shawn Michaels, Eddie Guerrero, Edge, The Rock all have pretty fantastic DVDs with some great matches on there. The Ladder Match DVD, Hell in a Cell and History of the Intercontinental Championship have some pretty good matches on there too.
For non WWE DVDs you can't really go past some of the shoot interviews. The best one would have to be the Ric Flair shoot interview. If you want to watch one of the greatest of all time talk about absolutely everything about the wrestling business and his career, you have to get the Ric Flair shoot interview.
The other non WWE ones I'd recommend are the Guest Booker DVDs starring Jim Cornette. Anything with Jim Cornette is both entertaining and fascinating. He's got one of the best minds in professional wrestling and if you want to learn more about the booking and backstage working of a professional wrestling company then I'd recommend those DVDs.
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