I think he stepped into Mr. Peabody's Way Back Machine and went back in time to 1992.
He looks trendy early to mid 90's to me. Unfortunately, it's not the 90's anymore. Lesson to learn here is to weed the trendy stuff out of your wardrobe when it's no longer fashionable or at least put it into hibernation in case it comes back. Probably better not to even buy it in the first place. I don't think someone in his business needs to necessarily dress classic but if he's going to play the fashion card, he'd better keep current.
We all know money does not buy taste. Also, where are we learning how to dress. Those of us who frequent this site and learn the traditional 'rules' about dressing are few and far between. Most people do not have a father to teach them, a tailor to dress them or even a decent shop clerk to point them in the right direction. His manner of dress is disappointing but understandable.
Haha, I point out how much more successful he is to all the failures here criticizing his suit and said failures lash back. How predictable. Again, Styleforum is essentially a bunch of children who lash out when contested.