Depends on how you wear them, right? If your commute consists of driving to an office with carpet and sitting at a desk all day, sure your shoes could last for decades. If you walk 3-5 miles every day on Manhattan sidewalks, they'll get beat up much more quickly. I don't think higher end GYW shoes will necessarily last longer than lower tiered GYW shoes like Alden or CJ. The construction is basically the same across the board. Primary differences are in styling, detailing, finishing, etc.