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. Sliding these on... you gotta remember the Jordan Air 1 is a 1985 design. The tech is basically zero. It’s a firm, flat ride—don’t expect cloud-like comfort. But, the ankle support and that snug, true-to-size fit are actually great for all-day wear. It’s more about style and heritage, not performance cushioning, which is totally fine for its purpose. If you're new to Jordans, the Air 1 High is the gateway. Like this 'Stage Haze' pair — great mix of materials. My advice? Size down if you have a narrow foot; they run a bit roomy. The break-in period is real — wear them around the house first. They're not for people who need plush, all-day comfort. But for building a versatile wardrobe staple? The Jordan Air 1 is almost unbeatable. On foot now—initial thoughts? The comfort is... fine? Look, it’s a Jordan 1. You're not getting cloud-like cushioning; you’re getting history. The ankle collar gives that secure, classic feel, but if you want modern bounce, this "isn't" it. For pure style and that timeless look, though, the Jordan Air 1 silhouette is still unbeatable.