I guess the reason basketball coaches traditionally wear a suit is because it's the only major sport that's indoors. Back in the early days of basketball, fans still came to games dressed up.
Some coaches want to be successful so they dress successful. Others don't really care what they look like.
Rick Pitino is a guy that is day to day. Some days he can come out on the court and be one of the worst dressed coaches. More often than not however, Pitino is one of the best dressed coaches.
I mean, if they make a movie about Rick Pitino, I think they would get Al Pacino to play him.
Let's take a look at some of the "worst dressed" coaches and then we'll move to the "best dressed" coaches.