If he loses he should have gone to college. If he went to college and and lost some matches he should have gone to college. If he's not in the top 100 in the first year of turning pro he should have gone to college.
I believe his plan has near and long-term goals and is not as short sighted as the arm chair advisers analyzing his day to day with out being there.
Give his some time.
"i thought those were just a little harmless brown bugs, you know the ones take wings and fly? but it turned to be Flees." Fedace