You're paying for the design heritage and that perfect silhouette. It's a cornerstone of any collection. But if you need all-day, walk-everywhere comfort? There are better modern options, even within the "Jordan series". This is a fashion and culture piece first. Putting it on foot really shows off that profile. The high-top collar gives a secure feel, but it's break-in time for sure. Compared to a Jordan 1 Low, it's definitely more substantial. I love how this specific OG model stays true to the original 1985 specs. Is it worth the price? For a core colorway like this? In my opinion - yes. You're buying a piece of the Jordan legacy. Who should maybe skip it? If you have wide feet, be cautious - the fit can be narrow. If you need arch support or are on your feet all day, look at something with more tech. Also, if you hate seeing creases on your toe box, this leather will show wear quickly. The "Air Jordan 1" experience isn't for everyone, and that's totally okay. On foot now, and here’s the real talk. The "Air Jordan 1 Retro High OG" is "not" a comfort shoe. The cushioning is minimal – you feel the court. The ankle collar is stiff at first, but the leather will break in. It’s a heavy, substantial feel, which I actually like for that 'grounded' sensation. If you want plush comfort, look at a Jordan 13 or a modern runner. This is about style and support.