It boils down to how often an individual wears his leather shoes. The more frequent, the faster the wear & tear, which would require resoling quicker. You could either resole just the heel area, just the front or both. Its really recommended for you to bring your pair down to us for us to take a look to give you the best advice. To note, resoling at the right time will cost you less than a hundred. If resoled too late, you could end up paying for the repair of the entire bottom which could easily run you a couple of hundreds. Find out more on our Resole & Stitch Guide blog.