You're not buying it for revolutionary comfort. You're buying the look, the history. My pair creased after one wear – and I'm okay with that! It adds character. The flat sole is great for board feel if you skate, but not for all-day support. For $180, it's a fashion piece. It's perfect for sneakerheads and style-focused folks. If you prioritize cushioning above all else, look at the Jordan 3 or 4 instead. Comfort check after a few hours: yeah, my feet are feeling it. The insole is basic, and that midsole is firm. The "Air Jordan 1 High" is more about the statement than all-day comfort—let's just say that. The padded collar helps, but it's no ultra-boost. If you prioritize comfort above all, maybe try a different model. This is for the style-purists. To wrap it up – the Air Jordan 1 High isn't perfect for "every" situation, but it's perfect for what it is: the original icon. Would I recommend it? 100%. Just know what you're getting: legendary style, premium materials (in most cases), and a firm, classic feel. It's a solid investment in your sneaker journey. Conversely, who should "avoid" it? If you’re on your feet all day and need cloud-like comfort — look elsewhere (maybe a Jordan 13). If you have very wide feet, the narrow fit can be "truly" uncomfortable. This shoe demands a bit of a sacrifice for the sake of style. Be honest with your needs.