The comfort is "not" for everyone. If you need plush cushioning, look at "Jordan 11"s or "13"s. Also, the leather can crease noticeably (part of the charm for some, a flaw for others). And that high-top can feel restrictive if you're used to lows. It's a style-over-maximum-comfort pick, period. Thinking about copping your first pair? Here's my take. The Jordan Air 1 is about attitude. The high-top design makes your legs look... better, honestly. It's a confidence boost. While newer Jordans might have more "tech," nothing beats the original's pure, simple style. Just know what you're getting: a legend, not a lazy-day shoe. Worth it for the culture. Got the classic 'Chicago' Jordan Air 1 Retro High OG. Man, unboxing this legend... the red just "pops" against the white. It's history in a box. On foot, it's the same familiar fit—secure, but don't expect cloud-like comfort. It's about the look and the legacy, "period". Comparing it to newer Jordan models with Zoom? No contest on cushion. Pro: unbeatable iconic status. Con: premium price (often over $200) for a "firm" experience. A grail for collectors, but a practical choice for daily beaters? Maybe not. Thinking about value: As a piece of the Jordan series, it's foundational. Price has crept up, but it's still an accessible icon. The main advantage is its timelessness – a 2024 release looks just as relevant as an '85 original. That's rare in sneakers.