Hannah Hotline: "I make great money but hate my job"

By
Hannah Kissel
December 31, 2025
15
min
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About the episode

If you are a high income earner who hates the work and feels completely torn between the life you have built and the life you actually want, you might be caught in the high earners trap. You can shift toward a more fulfilling path by identifying your career orientation and taking small micro moves to stress test a new industry rather than quitting your job today. In this episode, Hannah addresses a listener who wants to leave corporate and explains how the sunk cost fallacy keeps people stuck in careers they no longer enjoy. She details exactly how to upskill with a side hustle, calculate the costs of starting a business, and address the parts polarization in your system when one part of you craves mastery and another part just wants to stay safe.

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KEY TAKEAWAYS

  • The high earners trap happens when you get used to a certain lifestyle and leaving it becomes psychologically hard.
  • The sunk cost fallacy makes you factor past investments into future decisions because you are afraid of wasting the last ten years.
  • You can take micro moves to stress test a new career by using your transition period as a side hustle.
  • You must save at least one year's worth of living expenses and scope out the exact costs involved before starting a business.
  • Purpose often requires a big sacrifice and living it may mean sacrificing a high salary for a few years.
  • When there is a parts polarization in the system, you must look at the deeper yearning underneath to satisfy what both parts need.

Timestamps:

00:00 - Introduction to the Dilemma of Career Fulfillment
02:51 - Understanding Career Orientations
06:00 - The High Earners Trap and Sunk Cost Fallacy
08:50 - Practical Steps for Transitioning Careers
12:07 - Navigating Purpose and Sacrifice in Career Choices
14:25 - Conclusion and Call to Action

I'm Hannah

Executive Coach, columnist, podcaster, and speaker.

My mission is to help high-performing leaders become more confident, successful, and fulfilled in thier careers.

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We've gone analog! You can find Hannah Hotline, Hannah's career advice column and podcast, every other Tuesday in The Daily Telegraph, one of Australia's largest newspapers.

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