When I first got Quicken Classic for Mac, I was able to add almost all of my billers and pay bills through the check register but as time has gone on, there have been increasing problems. First my Fidelity Elan VISA bill had problems that Quicken attributed to added security, so I started scheduling that though my bank's bill pay. Then, two months ago, Quicken sent me an email saying they couldn't pay my electric bill because the biller "had an outage". So I scheduled that one manually through the power company's website. This month, I got a similar email from Quicken regarding my gas bill - that the gas company "had an outage". I seriously doubt that all these companies are having outages and am having to scramble to pay these myself, on the day they're due. I no longer have any faith in Quicken to pay my bills and am just going to start using it as an electronic check register. Huge disappointment and I would not recommend this product to anyone.