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. 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. So, is it worth it? If you're new to Jordans or want a cornerstone sneaker, absolutely. The "jordan air 1" 'Black Toe' is a legend. You're paying for the history and the look. But if you prioritize max comfort above all else, or are on a tight budget, you might want to wait for a sale or explore other options. Comparing it to, say, a Jordan 3 or 4? The jordan 1 is definitely less cushioned. It's about the silhouette and the attitude. The leather quality on this specific release is good — not the "best" ever, but good. For $180, you're buying the legend. It's a foundational piece for any collection, no doubt.