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Urge him to strive for something he truly enjoys, or rather something that presents itself in both realms of joy and challenge.

I have a decent understanding of how he feels. I felt the strains of routine before. Personally, I enjoy psychology. I was originally going to attempt to become a psychologist a few years ago when I was a freshman in high school. Recently, however, I've decided to work on becoming a psychiatrist, something a bit more strenuous to become. It is quite a content feeling to know what I'm aiming for.

Not only that, but I have picked up a few hobbies on the side. Self betterment is my main goal. I enjoy writing. I enjoy photography. I enjoy puzzles and video games. I enjoy online graphics. Tell him to pick up a few things he enjoys and let loose on them.
 
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