You're buying into a legend. For a first Jordan? It's a perfect start. For a veteran? It's a necessary classic. Just go in knowing the feel is classic, not cloud-like. Would I recommend it? Absolutely – but with those caveats. Now, the "cons"—the potential deal-breakers. The comfort is "not" for everyone. If you need plush cushioning, look at "Jordan 11"s or "13"s. Also, the leather can crease noticeably (part of the charm for some, a flaw for others). And that high-top can feel restrictive if you're used to lows. It's a style-over-maximum-comfort pick, period. Here’s a real downside: that classic toe box creases... "fast". If you’re someone who hates that look, this might bug you. Also, the ankle collar can rub a bit at first until it breaks in. It’s not for folks seeking ultimate comfort or a pristine, uncreased look long-term. You have to embrace the wear. Here’s the honest take: The biggest pro of the Jordan 1 is its legacy & style. It goes with everything. The con? That same classic build means it's not the most comfortable for all-day wear – the footbed is pretty flat. If you need arch support or plush cushioning, this isn't your shoe. It's for the look, not long-distance comfort.