Alright, so I fucked up a bit here. That $310 back tax is from July to Sept. 3 months, not 2. So it works out to $100 or so a month, which gives gross income of $82k or so.
Thing is, that's well below the annual income I came up with, well below the income
@SoapQueen1 came up with based on his owed taxes, and given that my monthly estimates matched his reported monthly income well, I don't think I got that wrong. This suggests that either he made only a partial payment or that the amount was based on estimated income or something.
Regardless, it's money he should have been able to pay, especially given that the Jasper begathon happened at the start of August and netted $2000.