Do not give up.
Where to start?
You have many months to prepare. Put in the time and practice... and you will get there.
Keep working with different inserts/etc. in your shoes. You will find the *perfect* combo at some point.
Also, how are your socks? Poor quality socks not make for running or to prevent blisters... will cause blisters in a heartbeat.
I would also say not to get too concerned about pain from one run. Your ankle pain might have been a one-off, and maybe putting the insoles in your shoes... didn't really help you. I only say this, because sometimes... you will just get weird pains from running. One day my knee might bother me... and it doesn't even again.
You can do this. Stay focused.
I was out all last year, because of a running injury, but I told myself that one day I would run again... and I would compete again. I'm running again... and up to 4 miles at a time. Sure, it's not without pain... but I'm learning how to manage my pain and difference between pain and suffering.
Good luck!
"Life is not a journey to the grave with the intention of arriving safely in a pretty and well preserved body, but rather, to skid in broadside thoroughly used-up, totally worn out, and loudly proclaiming: WOW WHAT A RIDE!!!!"