Hello...just wondering if during the day after you feed him, do you usually keep him upright for a while? It seems that he is uncomfortable at night when you put him down. I was thinking maybe he could have a touch of reflux? Just a thought...you may want to check out the reflux board for more symptoms.
As for the dreamfeed...I know for us, the first ones took about 5-10 minutes of fiddling around and then after a few days they just "knew" what to do. At first they will probably only take an ounce or two but after a week or so it should increase. If you find that he just absolutely will not take a dreamfeed you could concentrate on cluster feeding instead.