OP, I just wanted to say how kind you are to do this. Your post made me think of my grandfather, who ate filet mignon and microwaved creamed spinach every night after my grandmother passed away b/c it was the only thing he knew how to cook. When we realized what was going on, my aunt went to visit and teach him some new recipes.
I don't have experience with any companies other than Allen Brothers, which tends to be pretty pricy, but I found this link:
http://www.thedailymeal.com/16-best-mail-order-food-companies Some of the companies listed will deliver heat-and-serve meals