.. aware of them. They're not painful, but you "know" you're wearing a retro basketball shoe. The padded collar is great for ankle feel, though. Compared to a Mid cut, the High just feels more complete to me. The pro is the unmatched silhouette. The con is the break-in period. I'd recommend these to anyone building a sneaker rotation, but not as your "only" pair for walking miles. Here's my honest take: the biggest "pro" of the Air Jordan 1 Retro High OG is its versatility. This shoe works with "literally" everything—jeans, shorts, joggers. The "Shadow" colorway I got is a perfect neutral. The con? That classic, stiff sole. If you're used to React or Boost, you'll find the ride pretty firm. It's a trade-off for that iconic look. So, is it comfortable? Honestly? It's "okay". The insole is basic, and there's minimal Air unit in the heel. You're paying for the design and heritage. After a long day, my feet do feel it. The "Air Jordan 1 Retro High OG" is a style-first shoe, 100%. If comfort is your #1 concern, I'd point you towards something with more modern tech. On feet, the silhouette is "everything". That high-top profile just does something for the look — it's timeless. I've worn these 'Chicago' colorway "Air Jordan 1"s out, and they get compliments every single time. The way the white panels catch the light? Chef's kiss. They're a statement piece. However, that beautiful white leather scuffs if you just "look" at it wrong. Be ready for that if you plan to wear 'em hard.