The cons? The break-in period and that firm ride I keep mentioning. They're not "comfortable" out of the box like modern sneakers. I'd recommend these to collectors or anyone who values iconic style over cushioning. If tech and comfort are your top priorities, this isn't your shoe. Alright, so let's get these out of the box. First impression? Man, the shape on this "air jordan 1 retro" 'Chicago' is just so classic, it's unreal. The red and white leather feels premium right away, no complaints there. On foot, they're exactly what you expect: a bit stiff, great ankle support, but don't look for Boost-level comfort. For $180, you're buying the iconic look, period. It's a must for collectors, but if you need all-day cushion, maybe look elsewhere. Just my honest take. On foot, the design is just timeless. That's the main "advantage" of any "Air Jordan 1 Retro" – they go with almost anything. This specific colorway looks even better in natural light than in promo pics. However, the flat, firm midsole isn't for everyone, especially if you plan on being on your feet all day. As a style piece? 10/10. For all-day comfort? Maybe look elsewhere. Pulling out this 'Obsidian' pair with the University Blue hits… what a clean colorway. The leather quality is good, not great, but pretty standard for a $170 "air jordan 1 retro". Wearing them, they feel secure, but you feel every pebble on the ground. The design is a 10/10 for matching with jeans or shorts. Honestly, it's a better-looking shoe than it is a "feeling" shoe. Ideal for style-focused wardrobes, not for your only pair of kicks.