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He is one of those people that falsely thinks that any publicity is good publicity

He has terrible taste

He enjoys being made fun of, a good therapist might help that one

He is insecure and therefore needs to be the center of attention

He enjoys making a fool of himself

He's colored blind

He's rebelling, a good therapist could help with this

He's really a nerd and thinks this is cool

He has not a clue about what it means to dress tastefully

Someone else forces him, at gun point, to wear that stuff

He has no one who loves him enough to tell him how ridiculous he looks

He is able to say, look and laugh at me, I don't care, he should care

He has too much money to spend foolishly, donate it

The clothing store is in the family and business is slow

He doesn't know he can hire a personal shopper

He doesn't care that this is inappropriate for the NBA

He thinks he's in Vegas

He's new to the big city

He likes his own bling, yuck

He thinks that stripes and plaids and flowers and checks all look spiffy together

He never bought the basic black/navy/charcoal/brown/gray/tan suit

He doesn't want to hear, "That's a nice suit"

He likes to mix and not match

He doesn't care

He tries too hard and steps over the line

He gets paid to dress like that

He doesn't care what anyone else thinks

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16y ago

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Q: Why does Craig Sager dress so crazy?
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