List of thought experiments for making hard life decisions

Ruth Chang – How to Make Hard Choices TED Talk

We all know how hard making decisions about own own lives can be sometimes, such as decisions about your career, or your relationships.

Here’s a list of several thought experiments I’ve come across over the years that have personally given me more perspective, making hard decision making a little bit easier sometimes. Though they’re all slightly different, they seem to operate similarly, cutting out fear and external influences to drill into what our deepest personal values are.

  1. Jeff Bezos’s regret minimization framework.
  2. David Brooks’s suggestion to ask “what do I admire?”, not “what do I desire?”.
  3. Ruth Chang’s idea that every hard choice is an opportunity to “become the authors of our own lives”. Watch her full TED Talk (15 minutes), it’s amazing.

I’m not sure if any of these will always give the “right” answer, and I also think that these thought experiments are just part of the puzzle to improve decision making about one’s own life. As Kahneman, Mauboussin, and Munger suggest, we should use a rational decision making framework or even a checklist* because humans are very prone to cognitive biases and shortcuts that can lead to bad decisions. Even as just a piece of the puzzle, these thought experiments have allowed me to think about decisions from different perspectives, which is always valuable.

Please add any other relevant thought experiments, and/or thoughts about decision making!

*I personally use a checklist similar to WRAP, which is simple to remember and covers a majority of the most common cognitive traps we can fall into. The Heath brothers describe WRAP more in Decisive. Using their terminology, the above thought experiments could belong to the “A” step of WRAP, or “attaining distance/perspective”.