Career Decision Questions Framework

A framework for making career decisions, particularly when deciding whether to leave a current role or pursue a new path.

Core Decision Framework

• Ask yourself these 3 sequential questions:
  1. "If I wasn't afraid of failing, which path would I pick?"
  2. "Do I believe that if I put my mind to something, I'll succeed at it?"
  3. "If yes to both above, then what should I do?"

Key Principles for Career Changes

• Getting "Single" First

  • Must exit current situation before properly assessing new opportunities
  • Current role takes up mental space that prevents proper evaluation
  • Small benefits of current situation often mask the opportunity cost

• Fear Management

  • Fear and anxiety can be passengers but shouldn't drive decision-making
  • Acknowledge fears exist but don't let them control major career choices

Common Career Challenges

• Two main scenarios this framework addresses:

  1. "I don't know what I want to do, but I know this isn't it"
  2. "I know what I want to do but I'm afraid to pursue it"

• Solution for both:

  • First step is always to exit the current situation
  • Don't need to have next step figured out immediately
  • Create space for proper evaluation of new opportunities

Implementation Notes

• Need sufficient runway before making changes

  • Minimum 6-12 months of savings recommended
  • Some suggest 24 months for maximum safety
  • Balance between safety and cost of waiting

• Focus on Action

  • Don't wait just for waiting's sake
  • Be specific about what you're trying to learn or figure out
  • Set clear timelines for decision-making