Episode 7

full
Published on:

14th Aug 2025

The Four Fears I Had Before Saying Yes to Succession

What goes through your mind when someone asks you to be their successor? For Andrea, it wasn't immediate excitement—it was a flood of very real fears and questions.

In this honest and relatable episode, Andrea takes you inside her thought process when Elizabeth first asked her to become the successor at The Transition Strategists. From meeting Elizabeth on what she thought was just a networking call to navigating the complex emotions of buying into someone else's life's work, Andrea shares the four major fears that almost every successor faces. Whether you're considering a family business succession, buying into a company as an employee, or exploring any leadership transition, Andrea's candid reflections will help you understand that feeling nervous doesn't mean you're not ready—it means you're taking it seriously.


Key topics covered:

  • The four major fears every successor faces: readiness, money/affordability, legacy pressure, and relationship dynamics
  • How to use the Objectives Matrix to evaluate if succession aligns with your personal goals
  • Why feeling nervous about succession is actually healthy, not a red flag
  • The importance of having real conversations about assumptions and expectations
  • How transition happens gradually through small steps, not all at once


Key takeaways:

  • Succession fears are valid and shared by most successors—you're not alone
  • The things left unsaid create the biggest problems in transition
  • Transition is a journey, not an event—it doesn't all have to happen at once
  • Hard conversations about fears and expectations are essential for moving forward

Connect with Andrea Carpenter and Your Next Gen Friend:

  • Website: https://yournextgenfriend.com/
  • Your Next Gen Friend on Instagram: https://www.instagram.com/yournextgenfriend/
  • Your Next Gen Friend on Youtube: https://www.youtube.com/@yournextgenfriend
  • Andrea on LinkedIn: https://www.linkedin.com/in/andreashaver/


Subscribe to "Your Next Gen Friend" on your favorite podcast player:

  • Spotify: https://yournextgenfriend.com/open-spotify
  • Apple Podcasts: https://yournextgenfriend.com/apple-podcast


Chapters in this episode:

00:00 Setting the Stage: When Elizabeth Asked Me to Be Her Successor

02:41 Using the Objectives Matrix to Evaluate the Opportunity

03:24 Fear #1: Am I Even Ready for This?

04:18 Fear #2: Money and Affordability Concerns

05:44 Fear #3: The Weight of Legacy Pressure

06:42 Fear #4: Relationships and Team Dynamics

07:39 Why Being Nervous Isn't a Red Flag

09:14 Transition as a Journey, Not an Event



Podcast theme music by Transistor.fm.


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About the Podcast

Your Next Gen Friend: A Successor's Guide to Business Transition
Your Next Gen Friend is the podcast for successors—whether you’re stepping into a family business, a privately held company, or simply the expectations tied to someone else’s legacy.
I’m Andrea: G2, a successor in a privately owned business, and a guide for the next generation navigating identity, pressure, and purpose inside family systems.
This show is for those of us in the in-between... honoring what came before while trying to build something that’s truly our own. Whether you’re blood family or the trusted non-family leader stepping in, this is your space for real conversations about what it actually means to succeed, on your terms.
You’re not alone in this. And I hope that makes all the difference.

About your host

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Andrea Carpenter