Episode 58 - When the Life You Built No Longer Fits, with Jennifer Doty | Business Therapy™

Sometimes the hardest part of building a successful life is recognising when you've outgrown it.

In this episode, I sit down with leadership strategist, speaker, author and CPA Jennifer Doty for an honest conversation about identity, career transitions and what can happen when the life you've worked so hard to build no longer feels like it fits.

Jennifer shares her journey from nearly 20 years in corporate leadership at MetLife to creating a portfolio career that brings together executive leadership, speaking, coaching and entrepreneurship. Along the way, we explore the emotions that often come with starting over, why periods of uncertainty can reveal more than we expect, and how creating space to reflect can open the door to new possibilities.

Together, we talk about the stories we carry from our careers, our upbringing and society, and how those stories can quietly influence the choices we make. We also explore what it can look like to move from scarcity towards alignment, trust your own intuition and create work that reflects who you're becoming, not just who you've been.

One of my favourite moments in this conversation is the reminder that transitions are not simply about finding the next job or opportunity. Sometimes they're an invitation to get curious about what truly matters and to build from there.

This episode covers:

✅ Why career transitions often feel like an identity shift

✅ The value of creating space to reflect before making your next move

✅ How fear and scarcity can influence career decisions

✅ Why understanding your own non-negotiables can bring clarity

✅ The questions that can help uncover what really matters

✅ How rewriting old stories can create new opportunities