Still Yours to Shape: Reclaiming Identity in Times of Transition

Still Yours to Shape: Reclaiming Identity in Times of Transition

From Legacy Builders: Strategies for Building Successful Family Enterprises by Cory Gagnon

January 23, 2026 · 43 min · Episode 61

About this episode

Amy Stein discusses the emotional aspects of identity and purpose during times of transition in family businesses.

In this episode, we’re joined by Amy Stein, Chief Impact Officer at Generations Trusted Family Business Advisors. With over 20 years in her family’s fourth-generation business, Henry’s, and experience launching its mental health foundation, Amy brings a rare perspective on legacy, leadership, and impact. Our conversation focuses on what transition really feels like, how identity shifts, how clarity emerges through change, and how purpose can take on new meaning when familiar roles evolve. It’s a personal, layered look at the emotional side of stepping into what’s next.

People in this episode

Host: Cory Gagnon

Guest: Amy Stein

Topics covered

  • identity
  • transition
  • legacy
  • leadership
  • mental health
  • purpose

Keywords

  • identity
  • transition
  • legacy
  • leadership
  • mental health
  • family business
  • purpose

Mentioned in this episode

Organizations: Generations Trusted Family Business Advisors, Henry’s

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