I use beancount, and a somewhat custom importer and categorizer. (happy to expand on those but this comment is about the multi-transaction). I have the categor

I use beancount, and a somewhat custom importer and categorizer. (happy to expand on those but this comment is about the multi-transaction). I have the categorizer send such transactions to a temporary "limbo account". So I have two transactions: # This TX is imported from checking acct statement: 2020-05-15 * "ACH Payment BankA credit card" Assets:BankA:Checking -500 Equity:Limbo:CreditCardPayments # This TX is imported from credit card statement: 2020-05-16 * "Payment applied THANK YOU" Liabilities:BankB:CreditCard 500 Equity:Limbo:CreditCardPayments In both cases the second posting is added by the automatic categorizer based on the description. After doing a bout of imports, I look at the Limbo account, which should always sum to zero. Sometimes the two TXs don't appear on the same day, so occasionally there's a temporary balance there but that's fine. I use the same to match up my direct deposits (one end from paystubs import, other from checking account), wire transfers between banks/brokerage, etc. I tend to put them in different subaccounts of "Equity:Limbo" so that I can more easily spot any discrepancies. Edit: Should've first read the previous reply that says the same thing!