Why are you buying your 7-hole Docs from Timberland? My feet are tiny. However, a whole bunch of running-related injuries went away when I got some custom orthotics from a podiatrist. You might also roll your ankles less if you stop wearing a heel. I've always found it hilarious that the only people who wear high heels are strippers, bikers and cowboys.
Start with the podiatrist. Don't let him cut any tendons or give you any injections. They tend to go extreme. A decent pair of carbon fiber orthotics are a revelation. Trust me on this. You do what you do except now you don't need to stop. Make sure they fit, though. The last pair I bought, I went running and finished with blisters the size of Oxy pads. Those suckas went back and they refitted.I'm probably going to have to nut up and go to a podiatrist and a therapist and relearn how to walk and not fuck up my feet.