From Stability to Freedom: Navigating Big Career Changes


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Mar 05 2025 42 mins  

Have you ever dreamed of leaving your stable job but felt paralyzed by fear and uncertainty?

How do you balance financial security with the pursuit of your true passion?


Welcome back to another episode of Uncaged Clinician! I'm Kevin DeGroot, joined today by my wife, Hannah DeGroot. In this episode, we're tackling a topic many of you struggle with: deciding to leave a steady job to fully commit to your own business. We understand it's a major step filled with fear and uncertainty.


This journey isn't just about finances—it also tests your mindset, impacts your relationships, and challenges you to overcome doubts. Hannah will discuss her shift from a school counselor to managing her private practice and overcoming imposter syndrome. I'll share my experiences of juggling a full-time job while starting my own venture during my mother’s cancer battle. Let’s explore these personal transformations and the emotional hurdles that come with them.

In this episode, we'll cover the following topics with you:

  • The mindset shifts you need before leaving your stable job

  • Why financial anxiety is a huge factor in career transitions

  • How to have productive conversations with your partner about your decision

  • Overcoming imposter syndrome and building confidence

  • Why a financial safety net is key to making this move

  • How to make smart, calculated risks in entrepreneurship


We want you to walk away from this episode with a clear game plan. This isn’t about taking a blind leap—it’s about making an intentional, informed decision that aligns with your goals. So, if you’re feeling stuck or uncertain, let’s work through it together. You’ve got this!

Uncaged Hack: "If you take away the safety of your finances, you're way more likely to go be resourceful and to try and make up that income in more creative ways."
—Hannah DeGroot



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