Just go true to size. If your main goal is cloud-like comfort for all-day walks, maybe invest in something with more modern tech first. It's all about your priorities! Let’s be honest: the biggest "pro" of the "Air Jordan 1 High" is its versatility. This ‘Shadow’ colorway goes with literally "everything" — jeans, shorts, joggers. The design is timeless. The con? That break-in period. The stiff leather can be a bit unforgiving at first. But once it molds to your foot, it’s a perfect fit. Worth the $185? For this flexibility in your wardrobe — absolutely. Comparing it to other Jordans? It's the foundation. A Jordan 1 high feels more structured and flat than, say, a Jordan 4 or 5. It's less about tech and more about style—which isn't a bad thing! It's like comparing a classic car to a modern one; both are cool, but for different reasons. Here's a potential downside no one talks about enough: creasing. The leather on most "Air Jordan 1 High" releases will crease, and fast. Some people hate that; I think it adds character. But if you're super particular about keeping your kicks pristine, this might stress you out. The pros still win for me: iconic status, incredible color-blocking options, and that unbeatable silhouette. For ~$190 USD, you're buying into a legend.