Sooner -
The recovery process is probably slightly different for everyone. Here is what I found useful after my first diagnosis and recovery. Food intake was a constant priority. The chemo and radiation resulted in the loss of the majority of my taste buds. Most of the "comfort foods" I enjoyed previously, based on taste, were now repulsive based on their texture. As the taste buds returned, the desire to eat and enjoyment of the process returned to an acceptable level. It probably took a year, more or less, to get to that point.
For now, rely on the pump and keep trying different things, but try not to push too hard, he may just become resigned to the pump out of frustration.
If things don't improve, try to sit down with a nutritionist and work out a reasonable plan
Recovery is a journey with many plateaus and obstacles to overcome. You have time. He can swallow. The rest of the equation will fall into place and the result will be his new normal.
Good Luck