The break-in period is real with these, especially around the heel and ankle collar - it can be stiff at first. The cushioning? It's not plush like some modern sneakers, but that's the classic Air 1 feel. You get that solid, grounded sensation, which I actually prefer for all-day wear. 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. Final verdict? I'd recommend this "Jordan Air 1" to anyone building a sneaker collection, or someone who values style over supreme comfort. It's a must-have silhouette. However, I'd "not" recommend it to someone seeking a "comfort-first" daily driver, or for actual basketball. Know what you're getting: a legend, not a cloud. Comparing it to other "Jordans"? The "Air 1" is the blueprint. 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.