Jason VanDevere on Building Generational Habits Through Fatherhood and Entrepreneurship

Jason VanDevere on Building Generational Habits Through Fatherhood and Entrepreneurship

July 7, 2026 · 46 min · Episode 35

About this episode

Jason VanDevere discusses redefining success through generational habits and the impact of fatherhood on ambition and work-life balance.

What if success is not about building generational wealth, but building generational habits? Jason VanDevere walked away from a future most people would never leave behind. Instead of taking over his family’s successful auto dealership business, he chose to build his own path through entrepreneurship, real estate investing, and coaching. Becoming a father changed how he thinks about ambition, work life balance, and what success is actually supposed to lead to. Jason shares how to: Define success based on lifestyle and values instead of status or income Build work life balance by creating intentional constraints and boundaries Stop letting work expand endlessly into family time Create businesses that support your life instead of consuming it Build generational habits that shape your family long after money is gone For dads trying to balance fatherhood, entrepreneurship, and the desire to build a meaningful life for the next generation, this conversation offers both clarity and actionable perspective. Dig Deeper Ice Bath https://en.wikipedia.org/wiki/SMART_criteria_ Barney The Lion King Stacy’s Mom Follow Jason On his website: https://goalcrazy.com/ On Instagram…

People in this episode

Host: Michael Jacobs

Guest: Jason VanDevere

Topics covered

Keywords

Mentioned in this episode

Organizations: Goal Crazy, Gap to Gig

Books & works: Dream Driven

More episodes of Gap to Gig – Working Dads' Guide to Fatherhood, Meaningful Work, & Finding Balance in Life

Explore listener stats, chart rankings, contacts and more on the Gap to Gig – Working Dads' Guide to Fatherhood, Meaningful Work, & Finding Balance in Life podcast page.