Participants: Chris Jericho, Chris Benoit, Shelton Benjamin, Christian, Kane and Edge. Go figure that the best MITB match on this list is the very first one. The Ultimate Opportunist lived up to his moniker and snagged the first-ever Money in the Bank briefcase. He later cashed it in on John Cena at New Years Resolution. It set the stage for 13 matches to come that would amaze the crowd and give them something to remember for a lifetime. Benoit and Jericho were known for their theatrics, as it was proven on that night. It was Benjamin's first MITB ladder match, that helped established his career as a high-flyer. Jericho did indeed invent the match and deserves proper congratulations to this day. Kane participated in his first of many MITB matches and shined on the ground, instead of in the air. Of course, there is no right or wrong answer to this list. Please comment below with your rankings, or any spots that thought should've been higher or lower.