Using Microsoft Money to pay bills is AWESOME.
I've pretty much always had some verson of Money on my computers and I've only recently learned to use it to its full potential. It's great to see a list of all your bills (well, it can be great) so you know what's coming up. If you setup online banking through your banks website you can paying directly from Microsoft Money. Click on it and send it. No more reason to be late. I still double check every single transaction with my banks website and verify it with Money and it's spot on always! Well, Capital One doesn't agree with Money software but, that's okay for now. I don't charge a whole lot. $100 max. Easier to remember.
I have an automatic transfer to my banks Savings account setup in Money and it's great to see the money piling up little by little. If you can show some restraint in using Credit/Debit Cards then it's great to use the Budget feature within Microsoft Money. Then you can't really hide those funky transactions like the new Remington Shotgun you bought or that new version of Guitar Hero. (Believe me, I have very similar transactions... we all do.)
Another thing that's nice is, if your bank allows it, e-mails of any activity in your account. It's nice to see when things post and to keep track of everything that goes on. Sure, it's a lot easier on the eyes when you're debt is low or zero but, it sure would've helped me years ago when I was spending like crazy and not paying any attention.
Anyone else use Microsoft Money or take full of advantage on online bill pay through their banks website? I love it.