Yes, he's awesome on that show. However it seems that he and Daymond John have a contest going: who can pull off a worse version of "modern" formal wear. They each look like they're going to prom or a Hollywood award show.
I still think Robert is the only one on that show who can dress, FWIW.
Robert's dress is tolerable, but still bad. He would be a lot better if he would just refrain from matching his pocket square to his tie.
This quote from O'Leary in Toronto Life makes me cringe: "I wear a suit every single day: Tom Ford or Prada. I have roughly 50 at a time, and they all fit perfectly." Notice the square toed loafers from Aldo in his picture.
This season I don't think I've seen Robert in a tie on the episodes I've watched. He just actually has suits that fit and his colors are far more interesting than Cuban's (and I don't like a DB suit w/o a tie). I've often wondered whether his are also TF since they have the five-button cuff I typically see on his suits.