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I am tracking the old school way. It helps that there are not many transactions.

I write checks to pay all bills and note the date of payment and check number on the invoice. Once in a while I need to withdraw money and do to the cent increments for each receipt. I file in check number order.
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Reply to AMZebbC
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Old school, it was more trouble setting up a spread sheet than to just write it down. All bills were paid by check. So her cking acct statement showed the money goingbin and out. If I paid for something out of pocket, I wrote myself a check once a month. I put the receipts into an envelope with the ck# on the envelope and dated.
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Reply to JoAnn29
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Mine was relatively easy. I did it by hand. I made at the end of the month a list of all assets IN and all expenses out. They were relatively simple given they were Spectrum phone, ALF payment, United Healthcare supplemental, and then whatever other expenses he had. Then they were SS in basically. I would give my brother a copy for a looseleaf binder he kept. For myself I kept files. Insurance; health; rental; miscellaneous. And yes, I kept all receipts. He was in an ALF, had sold his property. He had his CDs, his accounts, his savings earnings, his checking account and a private spending account. Every six months I gave him a total of assets he held and expenses he owed (which were none). He finally never even really looked at them, but was a comfort to receive. I kept all files at home with taxes, all other stuff. I kept a daily diary about his life, his care, anything relevants. I did no spread sheets ever. I still have all this stuff 4 years now after his death. And now the files for settling his estate, attorney expenses, and etc.
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Reply to AlvaDeer
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