My best advice would be to think about how much time you'll be spending eating that will take up park or other activity time. Are you going to take midday breaks, do rope drops and/or close down the parks, or a combo?
On days where you have two big meals back to back, are you going to be all that hungry? I read your comments, and I'm right there with you on whole cow consumption, LOL, but I'm not always as hungry at WDW, because there's just so much going on. I don't want to feel full when I'm out in the parks or Disney Springs. Speaking of Disney Springs, on the day you're doing Earl of Sandwich and TRex, are you going to go bowling or Disney Quest or are you just going to be hanging around and shopping? Or going to lunch, then mini golf, then back to DS? I ask mainly because I don't know if you have a rental car, plan to use Uber, or use Disney transportation. Just don't forget to factor travel time into your plans.
Now, ignoring ALLLLLLL the things I said and questions I asked, if those are the meals you want, do them! It's vacation, and you should get to do things your way, so you and your son have the best time possible!! It's awesome that you get to spend all that time there together.
I just always try to remind people to keep time in mind, especially if they haven't been to WDW in awhile

It can sneak up on you, and you might be in the middle of something super fun, and realize you only have an hour to get somewhere, and then a bus doesn't show up on time, or a storm pops up and keeps the boat from running for awhile, and then you're rushing around and suddenly there's more stress and less fun.
You're open to being flexible, so you're already ahead of the game as far as I'm concerned!!
I also like the idea of starting each day at Landscape of Flavors, especially if your son likes routine. It's a good way to sit down together and lay out your plans each morning...when my oldest was that age, he always liked knowing what to expect throughout the day.