Be Freaking Awesome Podcast

EP 165 From $5 a Week to President: Growing Up in the Family Business

Angela Belford & Sami Kinnison Season 1 Episode 165

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In this heartfelt and insight-packed conversation, Angela and Sami sit down with longtime client, coaching partner, and friend Jonathan Janacek. Jonathan opens up about the journey from sweeping job sites as a kid to purchasing and running the family remodeling business.

This episode is a goldmine for second-generation business owners, parents preparing for leadership transitions, and anyone navigating the tension between honoring legacy and carving a new path forward.

Jonathan shares what it was like growing up in a business-focused family, how he set intentional boundaries between work and home, and the hard-earned lessons that come with evolving a business while staying true to your values.

What They Explore:
-  The shift from “babysitting on job sites” to leading the company
-  How calling your dad “Tim” at work changes everything
-  Navigating loneliness, perfectionism, and high expectations in leadership
-  The emotional weight of rebranding the family business
-  Owning your mistakes—and the healing that follows

What You’ll Learn in This Episode:
-  How to transition from employee to owner in a way that builds trust and confidence
-  Why boundary-setting is crucial (and tricky) when your coworkers are also your parents
-  How to balance honoring what was with building what could be
-  Insights on leading authentically—especially in a business that bears your last name
-  Why vulnerability and honesty are leadership superpowers in generational businesses

Why You Should Listen:
Whether you’re stepping into leadership, working with family, or learning to own your role without losing yourself, this episode is your reminder that growth is messy, legacy is complicated, and it’s all part of being freaking awesome.

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