I have recently been watching a number of sports documentaries (including some from the ESPN 30/30 series) and have thoroughly enjoyed a number of them including:

Fantastic Lies
The Best That Never Was
Small Potatoes: Who Killed The USFL?
Brian and The Boz
I Hate Christian Laettner
Little Big Men
The Legend of Jimmy The Greek
The Battered Bastards of Baseball

Interestingly, after watching 'The Best That Never Was,' I realized I was connected on LinkedIn with Marcus Dupree.
I sent Mr. Dupree a message letting him know I enjoyed watching the documentary about him.
Honestly, I wasn't really expecting to hear anything back for a while, if at all.
Ironically, he messaged me back within about two minutes and we had a very pleasant conversation through LinkedIn.

Are there any documentaries anyone else would recommend?

-Chris