Looking at it, and knowing how he pays bills, I have an idea what he was doing. He was in his 20s or 30s in the 80s. He picked up a lot of bad money habits from that period and used credit cards like people that were up and coming in the 80s.
If I had to guess, he was putting off paying his taxes until the penalty matched his credit card interest rate, then just paid it off with the CC if he had anything left. Instead of of saving for his taxes, he was looking at it like a loan.
Which is pretty stupid because he probably filed as a sole proprietorship. (maybe not if he was an LLC or Corp, some people believe that you should hold no personal debt, but leverage a LLC or corp as much as possible since if the walls come crashing down you can just pass the debt onto tax payers via bankruptcy, but that it is a discussion for another thread).
ugh, the habits he picked up in the 80s.
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