I click them manually every month. It's kind of a holdover from when I needed to time things in order to keep my checking account in the black, but I kept the process as it helps me keep track of my bills and catch any errors or discrepancies, which does happen.

It certainly takes less time than writing a check and stuffing an envelope, though, what with saved credentials and smartphones; I can do this in a matter of moments while lying in bed every other Friday morning.