I pay most of our bills using the Elan CC. I pay Elan using bill-pay from our Fidelity Cash Management Account. I'm not yet comfortable putting credit cards on auto-pay nor do I use eBill. I just schedule manual bill-pays after receiving and checking the statement.
The CMA receives direct deposit of our 2 pensions as well as rental income. We have a separate taxable brokerage account where dividends accumulate. I just transfer them to the CMA periodically, usually shortly after they're received. So there's generally enough money in the CMA to cover any bills, but I monitor this pretty carefully anyway, especially after scheduling the Elan payment. If the CMA balance drops below a predetermined threshold, I do a special transfer from Ally.
Retired at 52 in July 2013. On to better things...
AA: 55% stock, 15% real estate, 27% bonds, 3% cash
WR: 2.7% SI: 2 pensions, some rental income, SS later