Remind him

 

to love himself more. He deserves all the good things in life.

By depriving himself, he is diminishing himself. If it's a pattern of the relationship between him and himself, it will be replicated in all his relationships with others.  How others value him depends on how much he values himself.

It might feel less burdensome, but it comes with a price, because of the accompanied diminished responsibility to himself. The consequence is a diminished life and happiness.

He has accomplish a great deal so far.  But helping him reexamine the reflexes conditioned since childhood will enhance the likelihood of a more fulfilled and happier life, since his thoughts would be more rational and not limited or skewed by circumstances of long ago.