I was inspired by the consistent habit of Theodore Roosevelt to log his daily events in a pocket diary and so I have built, for myself, a simple Rails app to do just that. To offset the slight inconvenience a digital version has over simply carrying a notebook around (as I already often do), this version will gently nag me when I do not enter anything for the daily entry. Additionally I get a weekly summary outlining key events, missed opportunities, and some more gentle nudging around goals and actions, which are generated by a locally hosted LLM running on Ollama. I am calling it “Teddy Diary”.

The intention is not to reflect, or to vent. It is write facts only, to focus on the verbs (met, walked, wrote, read), and to track effort, not outcomes, just as Mr. Roosevelt himself did.