Curiosity Chronicle

E459 - Stop Making a 5-Year Plan (Do This Instead)

Published: July 29, 2026

Duration: 9:46

"So, what's your 5-year plan?"


That was the question posed to me by a mentor in January 2021. At the time, I was about seven years into my career, on the "track" in finance.


Climbing slowly up the mountain, I had started to wonder if it was the wrong one. I just didn't seem to have the same energy for the work as most of my colleagues.


All of the future mountains I envisioned were (at most) one degree of separation from the mountain I'd been climbing.

As I...