Versus a Jordan 1? You're getting more tech and structure here. The ankle support and midsole design are totally different beasts. It's a classic performance silhouette, through and through. Who might want to pass? If you need ultra-plush, modern cushioning – this isn't it. If you live in a super hot climate & need breathable shoes, maybe look elsewhere. Also, if you prefer a more minimal, low-profile sneaker, the Jordan 5's bulky shape might not be your vibe. It's a statement piece, not a barebones runner. Is it comfortable all day? For casual wear, yes – absolutely. For all-day standing or long walks? Hmm, maybe not your "first" pick. The tech is 30+ years old, so manage your expectations. The arch support is decent for me, but if you need max cushion, look at newer models. As a style piece with some comfort, the "blue bird womens" AJ5 works. Alright, let's get these on feet! "Honestly", the comfort is what you expect from a retro AJ5—"good", not revolutionary. The padded collar feels great, & the fit is true to size for me. They're not the lightest shoes, but that's the "trade-off" for that chunky, classic "Air Jordan 5" look. The "blue bird" color "really" pops when you're wearing them!