While I enjoy journaling in Emacs and, asking oneself the same questions every day becomes boring for me really quickly. My new solution is to give myself a random prompt from a list of nice introspective questions I stole from https://clearerthinking.org1 . This is pretty easily implemented in Elisp 2:

;list with your prompts
(setq custom/journal-prompts '("What is on your mind?"
                               "What did you achieve today?"
                               "What worried you today?"))
(defun custom/random-phrase ()
  "command to insert prompt at cursor"
    (interactive)
    (insert (seq-random-elt custom/journal-prompts)))

Happy random journaling!

Footnotes

  1. If you are really curious, you can just take a look at my config. ↩

  2. In the beginning I had high aspirations by weighting how often I get to see a prompt by how useful it was, but this (at least so far) turned out to be an overengineered solution, because it's very easy to just generate a new prompt, so I did not bother with that in the end. ↩