Career Change Maker | Career Clarity, Career Opportunities, Career Pivots, Burnout, Corporate Job, Portfolio Career

329 | Why I Stopped Chasing the Next Milestone (And What I Do Instead)

Season 1 Episode 329

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0:00 | 16:43

Are you a high achiever who routinely hits major milestones, only to find yourself instantly moving the goalposts rather than celebrating your success? 

Do you ever experience a strange sense of flatness or an anti-climax after achieving a long-term dream, wondering why it doesn't feel the way you thought it would? 

Have you been treating your career path like an automatic conveyor belt, moving to the next demand out of sheer habit or expectation rather than checking if it still serves you? 

In this transparent and reflective episode, I share a personal story from the exact day I qualified as a lawyer. After a decade of intense study, late nights, and constantly proving myself to tough critics, I expected to feel an overwhelming sense of accomplishment. Instead, I felt an uncomfortable flatness because my mind had already raced ahead to the next rung on the ladder. 

It is a common trap for ambitious women: we are funneled into traditional paths and autopilot expectations without ever being taught how to pause. 

This personal shift serves as a powerful reminder that achievements are not just stepping stones to rush past. True career clarity means giving yourself permission to interrupt the pattern, count the cost of your hard work, and intentionally decide whether you actually want to keep climbing or choose a completely different direction. 

What you will learn in this episode

  • The hidden danger of the invisible conveyor belt. Traditional linear career paths condition us to treat major achievements as automatic rungs on a ladder rather than intentional choice points. Learning to pause at these junctures prevents you from building a version of success that no longer fits your life. 
  • The practice of letting success land. We often withhold celebration until an external outcome appears, or we quickly diminish our wins once we get them. Shifting your mindset to view success as the internal growth and effort you put into the journey allows you to fully process and appreciate your achievements. 
  • Reassessing your direction season by season. Who you were when you initially set a goal is not who you are when you finally achieve it. Giving yourself permission to change your mind, readapt to a rapidly shifting landscape, and redefine success on your own terms is an essential act of career leadership. 

Ready to redefine success and take full ownership of your career journey? 

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Connect with me!

Website: careerchangemakers.com
Email: podcast@careerchangemakers.com

LinkedIn:  Janine Esbrand

Instagram: @careerchangemakerspodcast

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