A.G.
My oldest boys are 2 1/2 years apart and they do play a lot together. I will by a few things 2 of each but different styles. They both like the Tech Deck set so I bought them each a set but with different designs. Or sometimes the same thing but different so they can put the sets together to make one big set. Then I will buy them completely different things they can play with separately. this way they can play together or by themselves.
I hope that all made sense. It works for us.