While I know some people prefer handling things more "manually", I really like automating everything possible. To the greatest extent possible, my deposits automatically go into my Checking account and my bills automatically withdraw from it. That way, I never have to worry about accidentally paying a bill late, and my financial life just runs mostly on its own.
There are a couple things to be wary of when automating one's financial life:
- You need to have a firm enough grasp of your budget so that you know that you are spending less than you make. "If your outgo exceeds your income, your upkeep will be your downfall."
- You do want to check in on your accounts occasionally to ensure that they're withdrawing the correct amounts that you think they are.
- The more you automate, the more likely it is that those few bills that for whatever reason can't be automated trip you up and you forget to pay them. I find myself needing to deal with a bill and pay it the first time my hands touch it to ensure I don't forget.