The break-in period is real - these can feel stiff. If you need cloud-like cushioning, this ain't it. Also, the ankle collar can rub some people the wrong way. And, let's be honest, at this price point in the "Jordan series", you're partly paying for the heritage, not for cutting-edge performance features. Who should maybe skip it? If you have wide feet, be cautious - the fit can be narrow. If you need arch support or are on your feet all day, look at something with more tech. Also, if you hate seeing creases on your toe box, this leather will show wear quickly. The "Air Jordan 1" experience isn't for everyone, and that's totally okay. Let's talk about the flat footbed – it's a common complaint with the "Air Jordan 1 Retro High OG". Some people add an insole, and I don't blame them. But there's a plus side: that stable, grounded feel is great for just standing around or light walking. The high-top design, in my opinion, makes your legs look better in jeans or cargos. This 'Electro Orange' pair gets so many compliments. It's a shoe that performs best in social settings, not the gym or on long treks. Alright, let's get into these 'Chicago' 2022 "Air Jordan 1 Retro High OG"s. First off, the box is classic - that OG Nike Air branding hits different. The leather on this pair? Honestly, it's pretty solid for a modern retro; it has a nice grain and smells like quality. Holding it up, the silhouette is just "iconic" - it never gets old. For $180 USD, this colorway is the blueprint, the one that started it all in the Jordan series. You're paying for history right here.