Ep. 140 (BEST OF HGCG): Mind the (Career) Gap with Drea Kattan

When this conversation was first recorded almost 2 years ago, I thought we were talking about career pivots. Listening back now, I realize we were talking about identity. About the quiet moment when you start wondering whether the life you've built is actually one you chose.

This episode explores:

  • why so many of us confuse achievement with alignment

  • the hidden "rulebook" that shapes our career decisions without us realizing it

  • how sunk cost keeps us staying in jobs long after they've stopped serving us

  • the importance of learning to trust your own inner knowing over external validation

  • why building a business doesn't automatically heal work wounds

Drea Katan shares her journey from Fortune 50 engineer and operations manager to entrepreneur after years of anxiety, burnout, and realizing she'd built a career around proving her worth instead of honoring what she truly wanted. Together, we explore the courage it takes to question long-held definitions of success, navigate career transitions with intention, and create work that supports the life you actually want to live.

If you've ever wondered whether you're chasing someone else's definition of success—or felt like you've stayed too long simply because you've already invested so much—this conversation is a beautiful place to begin.

Connect with Drea

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How My Title Became Me