Miles, this was VERY encouraging. I know I won't be having any mid-life crisis anytime soon (simply because my age doesn't match the statistics), but this piece resonated with me a lot.
The way you write this and how you put your thoughts so sincerely into your writing, just by asking questions and wondering -- it makes me wonder too. I think Medium could be a turning point in life, once we find the real motivation to write here. In the meantime, best of luck with our writing journey! :)