One small frustration I have with Log A Day is that it's an app that really reveals its qualities when you use it regularly. But if you just use it once or twice there's no much point to it.
The more data, the more features and useful insights.
It's hard to translate that to the user. I don't want to add an assistant to push them to do things in the app, but on the other hand I'm a bit afraid of how the users experience the first days using it and if they see the real potential of this thing.