The challenge is reducing churn because it's trying to change habits (which is very, very difficult). I'm still working on implementing things to make the product more sticky like Flashback emails (ex. "Here's what you were doing on this day last week/month/year") and integrating your journal entries with your photos.
What sorts of ideas are you thinking about? And what's stopping you?
(IMHO it is somehow related about general productivity, to that's why I've named it as it is).
tldr;
I try to write short notes every day that sums whole day in 1-2 simple sentences. Everything is stored in my small notebook (moleskine-like, which You can take everywhere with You in the pocket).
In the same place, I also moderate two lists: TODOs and TODON'Ts - one gather things that helps me to be productive and the other that doesn't work for me and should be avoided in the future.