I use a hybrid of methods 2 and 3. I get paid biweekly; one check is for bills and general life, and the other is for rent and any small extras (sadly, I live in an area of extremely high rents). When I get that one check for bills, I write its amount in my check/transaction register and then subtract all of the amounts of the bills due payable for the month. I’m lucky in that most amounts are the same (or close to it) from one month to the next so I don’t have to guess at those amounts. If anything, I overestimate, so unpleasant surprises are rare.
Mind you, this doesn’t mean the bills are paid — just that they are earmarked. So when each bill finally does come in, I schedule an online payment through my bank. Credit card payments are scheduled to be made as soon after the bill is received as I can do it. Bills for the cellphone, cable, electricity, and the like are scheduled to be made no later than a week before the payment is due.
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