Leaving the Life You Built on “Shoulds”
Michelle Obama left a prestigious law career not because she failed, but because it never really fit. This is what it looks like to walk away from the life you thought you were supposed to want.

We don’t build an unfulfilling life on purpose. Most of us start with good intentions. We follow the rules, check every box, and do what’s expected. We chase stability, and the “right” kind of success.
And still, we can end up in a life that looks right, but feels all wrong.
Michelle Obama had that moment. What she did about it wasn’t flashy, but it was brave as hell.
Right On Time is a weekly series for paid subscribers. Lessons in courage, clarity, and change for those rewriting their story — in two minutes or less.



