Vs. a "Jordan 3" or "4", it's lighter and less bulky—more "fashion-forward" to me. The ankle collar is stiffer than newer models (like the "Jordan 13"), so break-in time is real. But that classic profile? Unbeatable. It's the OG for a reason. If you want history on your feet, this is it. So, I've got these Jordan Air 1 'Shadow' 2.0s on feet now. Immediate thoughts? The ankle collar is stiff, like... "really" stiff initially. You gotta break these in! Comfort isn't the game here — it's about style & that timeless look. Compared to a newer Jordan like the 5, the Air 1 feels much flatter, less cushioned. But for a clean, versatile sneaker at around $180? It's a staple. Let's compare for a sec: if you're coming from a more modern Jordan— like a cushioned 13 or a 35— the "Jordan 1" will feel flat and stiff, no question. But that’s not its purpose! Compared to other retro models, it's similar to a Dunk in weight and feel. Its strength is in its timeless look and cultural weight, not tech innovation. That's the key difference right there. Let's be real about the cons. The main one? That flat, firm midsole. If you're on your feet all day, this isn't your go-to "comfort" shoe – you'd want something with more tech. Also, the toe box creases... it's gonna happen, it's part of the leather's charm (or annoyance, depending on your view). So, this specific Jordan Air 1 model isn't for the comfort-first crowd.