Matching your sneakers was cool back in 2006, but those days are long gone. If you're still making sure that your Air Jordans match your T-shirt, fitted hat, and jacket, you need to check yourself. This doesn't mean you can't have hot kicks or wear things that "go together," but you should never wear a black and orange T-shirt with black and orange sneakers and a Baltimore Orioles fitted. You're not killing it. You look like your mom put together your outfit.
The main goal of your outfit is to match your sneakers.