You're paying for the design legacy and that unmatched look. Compared to some other sneakers at this price, you might get more comfort tech elsewhere, but you won't get this specific cultural cachet. It's an investment in a classic piece. 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. Who should "avoid" these? If you need modern, pillowy-soft cushioning for all-day wear—look elsewhere. The "Air Jordan 1 High" can feel rigid. Also, if you have very wide feet, that narrow toe box might be an issue. And if you're on a tight budget? There are more comfortable shoes for the price. This purchase is 80% for love of the design. Comparing it to other models — the "Air Jordan 1 High" is the blueprint. Next to a Jordan 1 Low, you lose some ankle support but gain more everyday ease. The High feels more substantial, more “official” if that makes sense. For around $170-190 USD, you're paying for that history and that iconic profile. It’s foundational sneakerhead gear.