Something that really helped me a few years ago was online banking combined with Micro$oft Money. I set up my home expenses like a business- the goal is profit. There are two ways to make profit- A: bring in more money, or B: cut costs. It took a while to get Money configured optimally, but it was so worth it. Every receipt for every purchase was reconciled daily and categorized. I made the most minimal usage of the "Misc" category, I mean, a trip to the grocery store may yield items from 4 categories- food, pet food, cleaning supplies, and maintenance.
Then I used the charts for analysis to see where the money went. I was really surprised to learn about my spending habits. But now I had something tangible to work with. I could more easily see where to cut, what cards to pay first, the timing of e-deposits and withdrawls. I was able to budget better and even create a slush fund for emergencies. It was a pain in the ass, I am no accountant! Maybe if you can literally show him where the money goes, it might sink in.
Anyway, it worked for me. Good luck!
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The difference between theory and reality is that in theory there is no difference.
"God made man, but he used the monkey to do it." DEVO
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