The ankle support is great, and they feel solid. However, I wouldn't recommend them for long walks or standing all day – your feet will definitely feel it. For shorter outings, nights out, or just casual wear? They're perfectly fine. Just manage those expectations going in. Who should buy this? If you value "timeless style" over cutting-edge comfort, this is for you. It’s for the person who appreciates sneaker history. The "air jordan 1 high" is a cornerstone. I’d recommend it to any new collector as their first major "Jordan" purchase. It just "makes sense". Wearing these around the house, the break-in is "key". The leather on these 'Heritage' Air Jordan 1 Highs will soften up. Initially, it's all about that snug, supportive fit – not plush. For $170 USD, you're paying for the iconic design, not innovation. If you need a performance shoe? This isn't it. But for a style staple? Unbeatable. Comparing it to newer Jordans, like an AJ4 or an AJ11? The Air Jordan 1 High is definitely less cushioned. It’s about style and heritage over pure comfort. But – and this is big – it’s more comfortable than a Dunk, in my opinion. That slight bit of padding and the insole make a difference for all-day wear.