Earlier quoted context omitted.
I started doing the same thing a few years ago, but on New years day instead of my bday. It is way better to just see where your head was at and what you wanted from the year ahead than to make a list of resolutions/achievements. Really wish I had started at 16 that is invaluable.
I do the same thing periodically, except with voice notes. Whenever I feel like I am in a big moment in my life, or have a new understanding of a concept, I’ll record a note talking to myself. I wonder how different these would be if I wrote them down with pen and paper vs an audio recording.
Scrivener (no affiliation) is a word processing SW for writers. So I am writing the book of my life (chapters, etc.)(imagine OneNote enhanced for writing books).
You can create a 2030-01-01 Chapter (folder) and drop notes into that about changing your investment risk, etc. I guess you could leave a note to your own Calendar, but when I use Scrivener I flow better - I guess it's the UI that makes the difference.