Hall of Fame: Naismith Memorial Basketball

The Knicks hired Isiah Thomas as their President of Basketball Operations in late 2003 where he did an awful all-around job (evidence: highest NBA payroll, second worst NBA record). At that point New York promoted him to head coach because they were in the midst of their "We have no clue what we're doing" phase. He then led them to a team record in losses before getting fired. In addition to that management incompetence, he also cost his bosses $11.6 million due to a sexual harassment case filed by team executive Anucha Browne Sanders, thereby completing a (then) unprecedented trifecta of being a horrendously shitty employee.