23. Ryan Leaf (1998, Pick #2)
Ryan Leaf was such a big, strong, and gifted athlete that coming out of high school, he considered playing football at the University of Miami… as a linebacker. But after former Washington State head coach Mike Price convinced Leaf that the two of them could win a Rose Bowl if Leaf came to Pullman, Leaf would go on to set a number of school records, and lead them to their first-ever Pac-10 championship (and that Rose Bowl win Price foresaw).
But the second overall pick of the 1998 NFL Draft turned out to be perhaps the biggest bust in history, between a combination of horrible attitude (like his famous berating of a San Diego reporter) and even worse work ethic (like when he skipped a San Diego Chargers practice go play golf).