How to choose a career: two questions that actually matter

Executive overview

Many people pick careers to prove something — to themselves or others. That motivation burns out fast. The only durable basis for a career is enjoyment and usefulness.

Choose a career you love doing that solves someone's problem.

The three questions to ask yourself

  1. Am I doing this to prove something? (identity-driven motivation — a career killer)
  2. Do I enjoy doing it?
  3. Does it solve somebody's problem?

Why the first question disqualifies

  • Careers built on overcompensating for a perceived deficiency don't last
  • You'll tolerate work you don't love to feed a wound — until you burn out
  • That wound needs a therapist, not a career

Why questions two and three define the path

  • Enjoyment sustains you for the long haul
  • Solving a problem is what makes you money — people only pay for problems being solved
  • Both together point to a career worth committing to

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