You're getting a masterpiece. For someone who needs all-day, walking-around comfort? Maybe not. It's a flat, firm ride. I'd recommend it to anyone building a core sneaker rotation. If you're just looking for a comfy gym or errand shoe? Look at the Jordan 3s or something with more Air. Right out of the box, the red is just… fiery. This "air jordan 1 chicago" retro looks sharp. Sliding my foot in, the fit is a bit narrow initially (go TTS, it'll break in). The design is clean from every angle—a true 10/10. Compared to other OG "Jordan" 1s, this is THE one. Pro? It's the definitive silhouette. Con? It's a crease magnet. If you're scared to wear your kicks, this isn't for you. If you want to rock a legend? This is it. Is it worth it? At retail ($180 USD), absolutely—if you love classic sneakers. For resale? That's a personal call. The design is a 10/10, no question. But you're not getting $400+ worth of "tech" or comfort. You're getting a legend. So, ask yourself: how much does owning a piece of the Jordan series origin story mean to you? Final thoughts? I love it. The connection to MJ's early career, the bold design – it's all there. Will your feet ache after a long day? Possibly. But you'll look incredible. For me, the pros of owning this Air Jordan 1 far outweigh the cons. It's a foundational piece. Just maybe don't plan a long walking tour in them!