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Breaking Work

Sep 25, 2023

#487: Career change, fear and money.

Those concepts are tightly interlinked. Much of my work is trying to break the traditional conceptions of this trinity, so we can step boldly forth on our path. I’ve wanted to get the financial perspective nailed down for some time, but haven’t found a financial expert that could...


Sep 18, 2023

#486: How do you get yourself to do hard things that you don’t have to do? We all want to make big changes, but we often falter with the execution piece. Whether that’s changing careers, losing weight or or completing our first triathlon. I think this is the central problem everyone who’s ever attempted to start a...


Sep 6, 2023

#485: You well know that feeling of being trapped. I need to do something else, but I can't because . . . 

Well, I'm going to let you in on a secret. That dread and anxiety goes away the minute you are confident in another option.

You don't even have to leave your job or get a new boss. All you need to believe is that...


Sep 5, 2023

#484: I talk a lot about risk and uncertainty, but one of the most counterintuitive lessons I learned from my time in finance, entrepreneurship, and design is that there is an upside to uncertainty.

Sometimes chance encounters we never would have expected break our path and launch us in a better direction. These are our...