Marlin
I planned on doing basically the same thing as you do.  Just to make sure I had every thing I needed I strung the hammock in the yard to tried out my sleeping arrangement.   After struggling for about an hour I got semi comfortable.  After that hour of struggling to get on the pad and in the bag  I needed a rest.  As I lay there for about 15 minutes I rolled up on my side and the pad shot out from under me and came down on top of me.  At that point I decided that did not work for me.  I have used a big Agne$ with an air mattress and done well.  I am 180+LB and 60+ years so maybe I am to old to learn that trick.
MagicPaddler