As someone making a living from an App Store (though not Apples one), 14 days are enough to turn your emergency alarms. You need to know that

1- You get paid a month later. (and apparently, he is not going to for January) 2- If that's your dependable income, you'll need 3-4 months until you find a job or figure out a different revenue stream.

So if he is not getting paid for January, that's already 2 months of non-pay. But I agree on the lack of financial planning. Before jumping (and dropping from college) into this market (small products + freelancing), I saved 1 full year of expenses. Yes, you read it right, 1 full year.

My first aim is to guarantee the next year spendings. It's 70% done now (my year began on September, though). After that, I can spend/invest/save or whatever.