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No. of Recommendations: 2
I don't understand how putting $1500 a month into an HSA and not having enough to pay his medical bills, though.

This is almost certainly $1500 per year. The limit on contributions for an HSA is $3450 if he has HDHP with single coverage, $6450 if he has HDHP with family coverage. Given OP's situation, I'd be shocked if he has family coverage. Employer contributions are limited to $2500 per year, but in practice may be much lower. $500 is a number I commonly see as employer contributions on W2's.

But, by definition, mental illness means sometimes not making rational (or normal) decisions.

That's definitely the more critical part of the situation.

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