I have a pair of Alden loafers (model 683 if anyone's curious) that I was looking at the other day...my local cobbler date-stamps the soles when he replaces them, so people don't come back later and say they wore out too quickly. At any rate, these were resoled and heeled in July 2013 and they are going strong.
It got me thinking about how many resoles I get out of shoes...generally I wear out heels at a 2-1 rate over leather soles and get one, maybe 2 resolings out of a pair of shoes before the heel counters are broken down or the upper & lining split. I buy Alden or Allen Edmonds generally, spend $300-600 up front but get a LOT of use out of them. Local cobblers charge around $50 for full soles and heels.
My oldest shoes have been in my rotation for nearly 20 years and they are supremely comfortable but getting close to the end of their service life. It dawned on me that some things I own now may very well become part of the load that St Vincent de Paul picks up after I die...
Anyway, how many resoles have other forum members had done on a pair of shoes, or boots for that matter?