I'm curious about this as well. Surely we can at least get some kind of estimate. Assuming a fair amount of walking on city streets, and not just pampered life on office carpet, it must be more than 50 miles but less than 500? That's a start at least.
If you consider the cost of resoling, then you could calculate a cost per mile. Considering that some of the factory reconditioning programs such as Edward Green can cost over $200 including shipping back and forth, the cost per mile could be around $1/mile.
With this number in mind, this could impact one's decision to, for example, either walk two miles or take a taxi. Given the $2 savings in shoe resoling, that makes the taxi a bit more attractive. If you have four people, each wearing leather-soled shoes, that's $8 which I think in some cities would equal the cost of a two-mile ride in a taxi.
Of course there are many other factors when deciding to take a taxi or not, and this kind of thinking of parsimonious thinking is probably irrelevant to the wearer of expensive shoes, but considering the levels of OCD found on this forum, it may be enlightening for some.