The midsole is firm. For all-day walking or standing, your feet might feel it. Also, the leather can crease quickly… but that’s part of the character! The "Jordan 1" isn't trying to be a cloud. Know what you're buying: iconic style over cutting-edge comfort. Initial thoughts: The "Nike Air Jordan 1 Retro High" is "the" blueprint. This 'Shadow' colorway is pure class. In terms of comfort, it's decent - not terrible, not amazing. The flat sole & firm midsole are just part of the deal. Where it wins? Pure, undiluted style. It elevates jeans & a tee effortlessly. For $180, you're buying a piece of history. It's perfect for style-focused wearers. But if your priority is technical cushioning - like in a Jordan 13 - you might be disappointed. It's a fashion icon first. On foot now… and honestly? The comfort is… okay. It's a flat, firm ride - don't expect Boost or React here. The ankle collar gives great support and lockdown is fantastic, but it's a bit stiff out of the box. You're really paying for the iconic Jordan series look and heritage, not groundbreaking comfort. Just being real with you guys. Sliding these on—initial thoughts? The fit is "true-to-size", but the break-in period is real. That ankle collar is "stiff" at first. Comfort-wise, it's not a modern sneaker; you feel the court heritage. The "Nike Air Jordan 1 Retro High" is about style, not cloud-like cushioning. If you prioritize comfort above all, this might not be your daily driver.