Keep in mind that he may not eat the first few days as he's settling in. Not all of them go off food, but it's not unusual for them to not eat 2-3 days.
It'll be a little tough to make a set-in-stone list, but if we realistically think that you'll feed more of one thing versus another (mainly due to cost) then it might break down to something like this:
Your main daily feeders will probably be crickets and dubias.
Lets say he's eating about 8-10 medium/med-large feeders, you can say you need at least 4-5 of each daily. 4 x 14 = 56 of each.
I would only get 1 pod of hornworms, since they grow so quickly. A cup usually contains 20 small-medium worms.
I forget how many silkworms come in a cup but let's say it's about 20-25 as well. These two worms I would just sprinkle in throughout the two weeks. These will last you longer than the hornworms.
And you're welcome to mix it up, so you could do one day where he only gets a couple roaches but several worms. Or just one or two worms and the rest roaches, etc. If I were you, I would just go ahead and order crickets and roaches in bulk from somewhere. Roaches breed super easily and require very little care, so I'd go ahead and start a colony now. And I would also get 500-1000 crickets too, which you can keep in a big plastic tote. You'll be set all month and it'll be so much cheaper than buying them locally at a pet store at 11 cents each.