Despite the firm ride, the Air Jordan 1 Retro High's design is timeless. It works for so many people. Grab a core colorway on sale if you can. It's a piece of footwear history you can actually wear, and that’s pretty special. Conversely, who should maybe skip it? If you're on your feet all day and need supreme comfort, this isn't your daily driver. Also, if you have wider feet, the narrow toe box can be a problem — consider going up half a size. And if you're new to sneakers and just want something comfy and cheap, there are better, more modern options out there. On feet now, and... yeah, let's be real. The comfort? It's "not" modern. The "Air Jordan 1 Retro High" is pretty stiff out of the box. The ankle collar provides great support, but don't expect Zoom or React cushioning here. It's about that classic, flat feel. If you need plush comfort, this isn't your shoe. But for style? Unbeatable. Compared to other Jordans? Interesting question. The Air Jordan 1 Retro High sits differently than a low-top. It offers more ankle… "presence", I guess? But less mobility. Versus a chunkier model like the Jordan 3, it’s definitely sleeker and lighter. It’s the foundation of the whole line, so you feel that history when you wear it. A different kind of experience.