He had some good points ,that to me were common sense and some that I could take a pass.
The suit portion was a given , but sadly fewer men in society are wearing them anyway.
I was never a leather jacket guy ,but I think that is something that doesn't age well.As a sneakerhead I disagree with the athleisure portion. What he failed to mention was the price of those leisure sneakers can run from $600 and up depending on the brand. Wearing $900 leisure sneakers and short shorts is more of a no no than the latter. Major fail on his part for that.
I'm an old sneaker hear with a decent collection of classic Jordan and literally have had people want to buy my shoes off my feet when out and about. Wear what you like and what's comfortable.
Totally agree on the untucked dress shirt, which I never did .The look is sloppy and lazy. The brand t shirt was interesting .I wonder if frat t shirts are in that realm.?
I have alot of t shirts for frat, sci fi and sports teams I like plus organizations I belong to like the VFW and American Legion. I tend to wear them to the meetings or out and about. I don't wear shirts with social messaging.
As you age your circles age up and your habits change as well. His .presentation appears to be of an older single man trying to catch the eye of a younger single woman .That will get you laughed at an dismissed no matter how well you dress and adhere to social norms they will laugh behind your back and text their friends and say "Someone come get their grandpa".
If you are in reasonable shape and not morbidly obese, stay away from the leisure suit ,sandals and blue-tooth always in your ear fashion statement , you ok .
My 2 cents.