The "Air Jordan 1 High" creases — that's part of its charm. The flat, firm midsole isn't for everyone. But standing in line or walking downtown? You'll look sharp. It’s a trade-off: iconic aesthetics for modern comfort. I'm okay with that. Who should buy this ‘Air Jordan 1 High’? Anyone building a foundational sneaker rotation. It’s essential. It works for almost any casual outfit. Who should "skip" it? If you’re new to sneakers and on a tight budget, maybe start with something more comfortable. Also, if you hate breaking shoes in – the stiff start might frustrate you. Finally, the iconic Air Jordan 1 High 'Chicago' (2022 release). Opening this box is like history in your hands. That white/red/black scheme is just timeless. The craftsmanship is excellent. On foot? It's stiff, it's crease-prone, but man, does it make you feel cool 😎. For $180, you're buying a piece of culture. It's the shoe that started it all for the Jordan series. Must-have for purists and fans of the silhouette, but a terrible choice if you want a "set it and forget it" comfortable sneaker. Know what you're buying! Let's talk about the classic "Bred" Air Jordan 1 High. The black and red - it's just powerful. The leather quality on recent retros is... acceptable. Not amazing, but it gets the job done. On foot, they're stiff at first - you gotta break 'em in. The pro? It's the most iconic silhouette ever, period. The con? For $180+ USD, the materials could be better. It's for the purist who wants the history. If you want plush comfort, this isn't your shoe.