5. Richmond 73, Syracuse 69 First time a 15-seed beats a 2-seed
Before 2003, when Carmelo Anthony got on campus and let the Orange to a national championship, Syracuse head coach Jim Boehiem had a reputation of being a bad big game coach.
He'd taken Syracuse to 18 NCAA Tournaments, including two national championship games, losing both.
No trip to the tournament, however, fed the flames of his big moment ineptitude more than the 1991 East Regional.
Syracuse came in having won the Big East, and as a 2-seed, were picked, by some, to win the whole ball of wax.
The Richmond Spiders had other plans.
The Spiders lead by eight at halftime, and fought off numerous Syracuse comeback runs in the second half to become the first 15-seed to beat a 2-seed, and setting off 12 more years of frustration for the hall of fame coach of the Syracuse.