My apologies for not adding more details. I have seen a podiatrist as well, who recommended surefoot and then sent me on to be checked for TMJ (at first I thought she was brilliant, now I think she's retarded).
Posture: Pretty flat footed
Feet/Ankles: Flexible, no real issues there
As far as other activities are concerned, sometimes I get mild discomfort playing basketball, but I'd say it's hardly noticeable and I'd consider my playing style pretty intense. On the slopes, removing my feet from my boots alleviates the pain, removing the bindings and loosening my boots also relieves pain.
The person who created the orthotics actually said I should have instant relief, so that is definitely an issue as well.