If your priority is all-day comfort or performance basketball, spend your money on a newer model. For me, it's a keeper – flaws and all. It's just that iconic. Who should maybe skip? Hardcore comfort seekers, or if you need "tech" in your shoes. Also, if you're on a tight budget – there are more comfortable options at this $180 price point. But you're not really buying comfort; you're buying a piece of culture. The Jordan 1 is about the look and the feel of wearing a legend. Straight up, putting these "Air Jordan 1"s on... the comfort is... okay. It’s a firm ride, folks – don't expect plush cushioning. The ankle collar gives good support, and the overall fit is true to size for me. The break-in period is real, though. After a few wears, they mold to your foot much better. It's that structured, supportive feel the 1s are known for. On-foot review: day two. They're breaking in a bit! The comfort improves slightly as the materials loosen. I still love putting them on. The "Jordan Air 1"'s biggest strength is its "versatility". Dress it up, dress it down. The high-top provides decent ankle "presence" without being restrictive. If you're on the fence, and style > max comfort is your priority, I'd say go for it. It's a cornerstone sneaker.