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25 Questions to Ask Yourself to Choose a Career You’ll Love

Updated: Apr 28, 2019


Don't be afraid of being different


What is your Personality/Temperament like?

  1. Does being around people energize or deplete you?

  2. Do you enjoy a busy, dynamic environment or a quiet, focused workplace?

  3. Are you self-motivated or do you need direction to stay on track?

  4. Can you react spontaneously or are you more of a planner?

  5. Can you read/respond to others’ emotions?

  6. Do you feel more comfortable in a small, medium or large company?

  7. Where do you want to live? Urban, suburban, rural?

  8. Do you seek stability or variety?

  9. Are you a people pleaser?

  10. Do you like short tasks or long-term projects?

  11. Do you love being the center of attention or prefer a behind the scenes role?

  12. How do you handle deadlines and pressure?


What are your Values/Motivations?

  1. Do you want to be a leader in your field or industry?

  2. Do you want to be an entrepreneur?

  3. Would you rather have more time off or more money?

  4. What financial goals do you have? Home, children, travel?

  5. Would you be unhappy if your job didn’t help others (directly or indirectly)?

  6. Are there industries or specific companies that you would never work for?

  7. Do you want the ability to not think about work as soon as you leave?

  8. Do you want to be defined by your occupation? Or is it just a piece of your identity?


What are your Skills/Strengths/Aptitude?

  1. What comes naturally to you?

  2. What do other people tell you about your strengths or weaknesses?

  3. What is a struggle no matter how hard you try?

  4. What unusual skills do you have?


What are your Interests?

  1. What are your hobbies? What aspects of them are similar?

  2. Do you have a passion about certain causes? Why?


What Knowledge/Experience/Education do you have?

  1. What personal experiences do you have that would give you special insights?

  2. What work experience do you have? What industry, organization type, or size?

  3. What is your degree? Did you enjoy the subject matter?

  4. Would you be okay with pursuing higher education if you had to?


I haven't failed. I just found 10,000 ways that won't work - Thomas Edison
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