
Jennifer Wilson
Author, leadership coach, and former CEO of Canada Homestay Network. Registered midwife with expertise in organizational leadership and homestay program management.
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Jun 28, 2026
232: A Family Business Succession Done Right with Jennifer Wilson, Oak Bay Coaching and Consulting
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34:15

Laurie BarkmanHOST
And yeah, I'm just curious, were there any pitfalls or was everything swimming or did anything go wrong?

Jennifer WilsonGUEST
Everything's been swimming since we established the right people in those two roles.

Jennifer WilsonGUEST
So you asked earlier about the kind of time horizon around how we made announcements when I transitioned from my mom.

Jennifer WilsonGUEST
When it was my turn to transition, I gave those two people that I had in mind for the role 18 months lead time.

Jennifer WilsonGUEST
to think about, um, what we were trying to accomplish together and to, um, to help me with, with the continued sort of, um, transition around delegating tasks and, and thinking of, I mean, and it was also sort of during COVID, COVID was, you know, decimated our industry, as you can imagine that nobody was getting on planes to fly across the world to go to school.
7 MINS LATER

Laurie BarkmanHOST
Did you have anything in place for the co-CEOs as well from a management retention standpoint?