TriBriGuy,
Thanks for taking the time to respond. A couple of responses to what you mentioned.

I didn't know how high those heels were on my shoes. Does that mean using insoles wouldn't really help? I would think the high heels would help prevent the achillies problems I'm having, and that allowing for my natural flexibility to take over would cause the strain, but maybe if they were stronger I could see the benefit. I guess this is where I need to look into running barefoot seriously (albiet slowly at first).

As for how much stability I need, I feel when I take the Adrenalines beyond 8 miles, I feel my form breaking down (perhaps its in my head), but on the Addictions, I feel it hold up just fine.

I have tried a plain old pair of running shoes, the Brooks Dyad which is a cushioning shoe only for those with lower arches. It was using those that I first noticed the issue.

I've always had a sneaking suspecion that it was something more at hand here than equipment selection. I have bought shoes until I'm blue in the face without much to show for it.

Thanks for your input. Know of a good running podiatrist in the Hampton Roads area?