I know little about little kids, and less about their emotional life.
I would suggest talking with specialists about what you can do. Get a good book or three on the subject. But in this situation, I would think that less is more. He is little and too much 'helping' could have the opposite effect. Make him play more and study less.
But, again, I have no experience with these things. My SIL is a play therapist--and deals with some pretty seriously broken kids with no structure or effective parenting, with bad influences and seriously bad mental illnesses.
Ulcerative Colitis 2003, Fibromyalgia DX 2005, Crohn's 2013, Enteropathic arthritis, 2013. Family History of Fibro--2 out of 3 siblings diagnosed. Started SCD-June 2013. *There are three kinds of people in the world: ones who see the glass as half-full, ones who see the glass as half-empty, and others who see a big crack in the side which is leaking all over their %$#@# foot