You're not buying it for revolutionary comfort. You're buying the look, the history. My pair creased after one wear – and I'm okay with that! It adds character. The flat sole is great for board feel if you skate, but not for all-day support. For $180, it's a fashion piece. It's perfect for sneakerheads and style-focused folks. If you prioritize cushioning above all else, look at the Jordan 3 or 4 instead. Here’s the big pro: versatility. This shoe, especially in a neutral color like this 'Shadow' 2.0, goes with literally everything. Jeans, joggers, shorts—it doesn't matter. The "Air Jordan 1 High" is a wardrobe staple. The cons? That stiff break-in period can be a pain for some. Comparing it to other Jordans really puts it in perspective. The Jordan 1 Low is more casual and often comfier. The "Air Jordan 1 High" is more formal, if that makes sense — it commands attention. The high-top design is iconic, but it can be restrictive. It’s a trade-off, you know? So, final verdict? If you want a piece of history and a timeless sneaker that elevates any fit, cop the "Air Jordan 1 High". 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!