My personal yearly plan runs June 1 through May 31.

This year I set as one of my goals:
Empty my physical and email inboxes at least two times per week.

I have a spreadsheet that I use to log various goals that I have. The first column lists each day. I added a column to this sheet for this goal. Any day that I get my physical and email inboxes to empty I put a "1" in the log. On other days I put a "0". So far, I've managed to get at least two 1s each week.

I love working from zero base. It's a great feeling to "do it when it shows up, not when it blows up." A log worked perfectly for me to develop this new habit. Your mileage may vary. Experiment with whatever method best helps you develop the habit.