Have you every found yourself not wanting to write in your Filofax so you won't "mess it up"?
I was really like that when I was younger. The nicer a notebook or diary was, the more I hesitated to mess it up with my "bad" handwriting and "stupid" thoughts.
I've recently switched from a week-on-two-pages calendar to two-days-per-page precisely so I'd have more room to write. There's so much I could fit in a day now, and yet I'm seeing a lot of blank space instead. I need to work on filling those pages and using my organizer! That's what it's for!
Are you timid too? Or do you just grab your pen and get down?