How are the United States Military, Department of Defense, and Intelligence Community, prepared for perpetual asymmetric warfare in the GWOT?

Tough question! Failure is not an option in this type of warfare.

This question should have been asked 15 years ago.

GWOT? Thought that acronym was put to rest. As to your basic question, we will adapt, but only in response to the enemy strategies. It's like getting the mules attention by hitting him in the head with a 2X4.