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. In summary: The "Jordan Air 1" delivers exactly what it promises — a timeless look, great materials (on most colorways), & unbeatable versatility. The downsides? The firm ride & potential break-in time. For $180, it's a staple. If you love the design, you won't be disappointed. Just manage your comfort expectations & you'll have a shoe that lasts for years, both in build & in style. Let me know your thoughts—do you prefer the classic leather builds or the newer, more premium material variations on the Jordan Air 1? For me, the simplicity of the OG shapes is still unbeatable. It’s a piece of sneaker history you can wear every day. Just maybe, don’t plan a long city tour in them on day one Sliding these on... yeah, the fit is TTS for me. Initial comfort? Don't expect anything revolutionary – the Air Jordan 1 is famously firm underfoot. It's about support, not plushness. The ankle collar gives great lockdown, though. If you're coming from a modern runner or even an Air Jordan 4, the break-in period for this Jordan Air 1 might feel a bit... "stiff" at first.