I haven’t seen too many of them, but from what I have seen, ESPN’s 30 for 30 series is rather excellent. The latest (or one of the latest, anyway) entry looks at the Alex Rodriguez trade, specifically the failed trade with the Red Sox. The Yankees swooped in after that and acquired him rather stealthily. I found out about the deal by catching a glance at a television showing ESPN while hanging out with some friends in college. That was pretty fun.
Obviously things with A-Rod are disastrous these days, but the trade itself was marvelous. Alex was a beast from 2004-07, winning two MVPs along the way. The new contract, the one they gave him after he opted out, that’s a nightmare. Anyway, the video is 22 minutes long and includes first-person accounts from Brian Cashman, Theo Epstein, and several others. Check it out. It’s really well done.