When we moved house six years ago, I kept a strict account of our outgoings and income for the whole year - then at the beginning of the next year I made out a budget based on all the things that had been paid each month of our first year here.
Insurance policies, union dues, telephone bills, tv licence, untility bills, water rates, house tax etc. and added an estimate of what dentist's, vet's and optician's bills might amount to in the course of a year.
Once I had recovered from the shock of how much money all this amount to on an annual basis, I divided the total by 12, thus finding the amount that had to be in the account the bills were paid from ever y month.
I then handed the entire budget to my bank manager and asked him to check my arithmetic, having noted down on the paper I gave him, which bills are paid monthly, which quaurterly and which bi-annually.
He suggested a slightly larger amount than I had reached, and we opened an account that is only used for paying bills either by direct debit or by my paying them myself over our Internet banking account, and transferred the amount he had suggested into it each month when my pension is paid into my current account.
This way we were over the nagging insecurity of wondering if there actually was enough in the account for those months of the year where there are most bills to pay.
It also got me of the hook of the problem that is bothering you - a pension paid out at one interval and bills rendered for differing periods.
For the past six years, this system has worked well and it has certainly saved me a lot of worrying and juggling of bills and the order to pay them in.
By having this account that the bills are paid from, and a current account, what is left in my current account after the monthly amount has been transferred on the last day of the month, when my pension is paid into my current account to the other account, I know with certainty that what is in my current account on the first banking day of each month is money that can be spent on food and other housekeeping expenses, although I do try to leave a some money in that account every month, so there is a buffer for any unforseen expenses.
I hope this answers some of your queries. And that my explanation is not to confusing.