10. Brian Winters
We’re kinder to expansion team coaches on this list because it normally takes some time for them to get going. But Winters was just next-level dreadful in charge of the Grizzlies. Seriously. This is definitely one of the least successful reigns in NBA history.

Winters led them to an NBA-record 23 consecutive losses. They also reached 100 losses faster than any other franchise in the league. In 1995-96 they recorded a dreadful 15-67 record, the worst expansion mark ever. No wonder the franchise failed in Vancouver.