Versus a newer Jordan like the 5 or the 36? The "Air Jordan 1 High" is heavier and less techy. But that's not the point. It's a fashion icon "first". The comfort con is real — your feet might feel it after a long day. If you need performance, this isn't it. For a lifestyle kick? Iconic. Conversely, skip the Air Jordan 1 High if you need all-day, walk-everywhere comfort – look at New Balance or ultra-boost type shoes. If you have very wide feet, the fit can be snug. And if you just don't vibe with high-tops, that's cool – this silhouette is very specific. Putting these "Air Jordan 1 Highs" on... yeah, it's that familiar feeling. The ankle support is great, but let's be real – the comfort is "not" modern. It's a firm, flat ride. Compared to something like a Jordan 11 or even a newer Jordan 3, it's night and day. For me? The look outweighs the lack of cushioning, but if you prioritize comfort above all, this classic might not be your daily driver. I wore these 'Court Purple' Air Jordan 1 Highs all day. Conclusion? My feet were "not" happy by hour six. The ankle support is great, but that firm midsole offers little give. They look absolutely fire with jeans or shorts—no doubt. But are they for everyone? No. If you prioritize comfort above all, this classic silhouette might disappoint you.