Hello Allison,

Yes I think think this program will help him.
I can not answer if he would like this program. I know that my three kids and thousands of other kids love this program.
Where to place him depends on he math competency, but from what you wrote it sounds like he needs Level B.
your 5yo can do Level A.
I highly recommend the Math Card Games Book. It is a source of many learning tools.

I strongly recommmend that you call our customer service at 888-272-3291
They can better pin point your needs.

If you call on Monday I will be answering phones and happy to help.

Thank you,
Carissa
Customer Service Rep.