"Pro": Iconic style, easy to wear, and a relatively lower price point for a "Jordan" product. "Con": The footbed is pretty basic… zero break-in pain for me, but don’t expect amazing arch support. It’s a flat-feeling shoe. So, who's it for? Someone wanting that classic sneaker look without the High-top price tag. Not for folks needing all-day, walk-everywhere comfort. After wearing these "Sail" Mids all day, here's my take. They're stylish, they get compliments, and they're part of Jordan history. However, that flat, firm ride is real. It's a sneaker you wear "to look good", not necessarily to feel great. Perfect for casual outings, desk jobs, or class. Not ideal for long walks, standing all day, or if you have serious arch needs. Who should maybe skip it? Serious performance basketball players -- this isn't 2024 tech. Also, if you're a die-hard sneakerhead who only values the "original" High OG specs and materials, you might be disappointed. This is the more accessible, mass-friendly version of the icon. And there's absolutely nothing wrong with that for 99% of people. Okay, putting these "Air Jordan 1 Mids" to the test. This "Chicago Black Toe" look is fire, and at around $125 USD, it's way more accessible than an OG High. The leather quality is okay—it creases easily, which I don't mind. Compared to other Jordans, like a Jordan 4, these are much lighter and less bulky. Pro: Iconic style that goes with everything. Con: The flat outsole isn't great for wet surfaces. Recommended for collectors and casual wearers alike.