tequilaboom wrote:Thank you all for the advice. I definitely don't have this pain in any other footwear. Because of that I'm thinking it's not plantar fasciatis.
Is there something a cobbler can do to remedy this?
You have two choices, imo. Either go for a different boot altogether or have a boot maker modify the heel. I've done the later two times and with complete success. The key is finding someone that knows what they are doing. Custom boot makers would generally know how to make the fix. Best of luck!