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Why is he not financially stable?
Does he not have a job? Is he blowing his paycheck on gambling? Hookers? Drugs? (Etc?).
Would throwing cash at him even help?
Because his family is actively working to enshroud him in a false reality where not earning enough results in financial stability.
He has never had the emotional retraining necessary to connect his plans with the dopamine to fulfill them.
Unfortunately for people ruled by their swollen empathy, that emotional training is painful to undergo.
Basically he hasn’t been allowed to experience failure, so his brain hasn’t fully developed.
This happened to me earlier in my life. Then the person enabling me died, and within six months I was homeless, but within six months after that I was transformed and financially functional and have been ever since. No experience other than the natural consequences could have taught me, and there was someone actively preventing me from feeling them.