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Key Points

The rule about doing what you love assumes a certain length of time. It doesn't mean, do what will make you happiest this second, but what will make you happiest over some longer period, like a week or a month.
Unproductive pleasures pall eventually. After a while you get tired of lying on the beach. If you want to stay happy, you have to do something.

Source: How to Do What You Love

The ‘Yearning Octopus’

Source: How to Pick a Career (That Actually Fits You)

The yearning octopus represents the different facets people want in a career. It is made up by:

The Why Game

Desires, beliefs, values, and fears don’t materialize out of nowhere. In the Why Game, you’ll ask your initial Why—Why is this something I want?—and get to some kind of Because. Then you’ll keep going. Why did that particular Because lead you to want what you now want? If you continue with this, you’ll usually discover one of three things:

  1. You’ll trace the Why back to its origin and reveal a long chain of authentic evolution that developed through deep independent thought
  2. You’ll trace the Why back to an original Because that someone else installed in you
  3. You’ll trace the Why back and back and get kind of lost in a haze of “I guess I just know this because it’s true!”

Prestige traps