This shoe, especially in a neutral color like this 'Shadow' 2.0, goes with literally everything. Jeans, joggers, shorts—it doesn't matter. The "Air Jordan 1 High" is a wardrobe staple. The cons? That stiff break-in period can be a pain for some. Here's a potential downside no one talks about enough: creasing. The leather on most "Air Jordan 1 High" releases will crease, and fast. Some people hate that; I think it adds character. But if you're super particular about keeping your kicks pristine, this might stress you out. The pros still win for me: iconic status, incredible color-blocking options, and that unbeatable silhouette. For ~$190 USD, you're buying into a legend. Who is this for? Honestly, it's for the style-focused sneakerhead. If you value a timeless silhouette over max cushioning, this is your grail. It's for collectors and casual wearers who want that classic Jordan look. The "Air Jordan 1 High" is a foundation piece in any sneaker collection. Now, the "not-so-great" part for some people. The toe box creases — and it creases "hard". If you're someone who hates that "worn" look, this will bother you. Also, the traction on wet surfaces? Not the best. It’s an 80s basketball shoe, remember? Manage your expectations. It's for dry-day styling, not performance ball.