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

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

Gap to Gig explores the life in between who we are, what we do, and the life we want to build as working dads. Through honest conversations with dads, experts, leaders, and people who have navigated their own twists and turns, host Michael Jacobs explores fatherhood, work-life balance, meaningful work, parenting, identity, ambition, relationships, and what actually matters most in modern life. Most of life's biggest decisions don't belong exclusively to work or family. They live somewhere in between, where the challenge isn't simply succeeding at work or showing up at home, but figuring out how all the pieces fit together. How do you build a meaningful career without losing yourself in it? How do you stay ambitious while remaining present for the people who matter most? How do you navigate career changes, setbacks, uncertainty, and new opportunities while still showing up for your family? How do you know if you're spending your time on the right things? This show is for working dads who feel pulled between responsibility and fulfillment, ambition and presence, work and the rest of life. The dads who don't want to wake up ten years from now wondering where the time went. Every conversation is designed to help you make more intentional choices about your work, your relationships, and the life you're building before the years have a chance to pass you by. Along the way, you'll find practical ideas, fresh perspective, and the confidence that comes from knowing you're not the only dad asking these questions.

Episodes

October 20, 2026 • 49 mins

Paul Moore’s path to meaningful work took him from more than a decade in China to commercial fishing in Alaska, single fatherhood, and eventually building Smily Mia into a global baby products brand. Along the way, he learned how much timing, experience, relationships, and simply being willing to act can shape what comes next.

Paul shares how to:

  • Turn past experience into new opportunities
  • Stop waiting for the perfect time t...
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For working dads, being present doesn't always require finding more time. Some of the best opportunities to create the kind of childhood your kids will look back on with gratitude are already built into the routines you share every day.

Craig Parks is the founder of Parenting Harmony, a father of two, musician, educator, and longtime camp director who has spent more than 30 years working with children and families. His own experienc...

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For many working dads, taking care of work and family can gradually leave less room for friendships, personal interests, and the relationships that help them feel connected and supported.

Jason Lange has spent two decades helping men build deeper connections and better understand the role relationships and community play in their lives. He believes dads need support beyond their immediate families, both for their own well-being and...

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For many working dads, becoming a father changes what matters long before their career catches up. Work that once felt meaningful or ambitious can start competing with the kind of parent, partner, and person they want to become.

Dave Albrechta spent nearly a decade as a litigator, building the law practice he and his wife had envisioned after law school. The constant pressure of litigation, interrupted vacations, and the inability t...

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For working dads, what matters most doesn't stay the same forever. Careers change, kids grow up, responsibilities shift, and the way we define ourselves has to evolve along with them.

Executive coach and author Chip Scholz helps leaders navigate transition, growth, and change. As a dad of three grown daughters, he has also experienced how fatherhood changes across different seasons of life. Chip believes the small decisions we make ...

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For many busy working dads, life doesn't feel overwhelming because of one big problem. It feels overwhelming because of dozens of small frustrations that quietly pile up every day.

Jacqui Myslinski has spent her career helping businesses create better systems, but the same principles she uses to simplify operations at work have transformed the way she and her family approach life at home. From reducing daily stress to setting cleare...

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Many working dads spend years chasing the next promotion, milestone, or achievement, believing success will finally bring fulfillment, but when your definition of success comes from everyone else's expectations, it's easy to lose sight of the life you're actually trying to build.

Kurt Bush has spent decades leading teams across manufacturing and nonprofit organizations before becoming a trauma-informed coach, certified Internal Fami...

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Many dads work hard to provide for their families, yet still feel like they're missing the moments that matter most. The challenge often isn't a lack of time. It's carrying the stress, distractions, and pressure of work into the people who need us most.

Mitesh Khatri is a corporate strategist, author of Fight or Father: Using CALM to Stop Reacting and Start Connecting, and a father who discovered that being physically present isn't ...

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School plays an important role in preparing our kids for the future. But some of the lessons they'll rely on most aren't taught in a classroom.

Rob Heller is an entrepreneur, author, youth development expert, and founder of Boost, a personal development program that helps teenagers build the people skills, character, and healthy mindset they need to thrive long after graduation.

In this episode, you'll learn how to:

  • Help kids deve...
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Raising resilient kids isn’t about protecting them from every challenge. It’s about preparing them to face challenges with confidence, character, and resilience.

Stephen Clifford is an author, youth coach, speaker, and creator of the Forgotten Wisdom children’s book series. Together with his wife, he’s intentionally raising his children to embrace accountability, gratitude, perseverance, and failure as part o...

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Some career decisions are too important to make alone.

Whether you’re considering a career transition, navigating a difficult workplace, or trying to find more meaningful work, Natalie Holder believes one of the smartest investments you can make is building your own personal board of directors.

As an employment lawyer, executive coach, and former Chief Diversity Officer, Natalie has spent years helping professionals navigate ca...

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For many dads, ambition starts with a desire to provide. The pressure to succeed, prove yourself, and live up to expectations can quietly shape your identity, your relationships, and the way you experience fatherhood.

Andrew Poles knows that tension firsthand. As a single dad, he started his first business at 23 while raising his daughter and trying to build a future for his family. Over the years, he built multiple businesses, coac...

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For many working dads, the challenge isn’t a lack of ambition. It’s the feeling that no matter how hard they work, there’s always another responsibility competing for their time, attention, and energy.

After decades in leadership roles, including serving as a Global VP of Talent and Leadership, Carol Enneking noticed a pattern: many of the most successful people she worked with were also some of the most exhausted.

...

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What would your life look like if fear stopped making your decisions?

Chris Woods spent decades building a successful career, including leadership roles at Google. From the outside, everything looked like it was working. But underneath the success was a constant fear of failure, loss, and not measuring up.

Everything changed when Chris flatlined in a hospital bed at age 40. The experience forced him to take a hard look at what was dr...

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What happens when the conversations working dads avoid at home start affecting every other part of their lives?

Mylena Sutton believes leadership is not something you turn on at work and leave behind at home. The way you handle conflict, stress, shame, communication, and emotional pressure follows you everywhere. For working dads trying to balance career demands, parenting, relationships, and personal identity, that truth can be unc...

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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...

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How do you stay calm, present, and emotionally available when life keeps pulling you in every direction at once?

Colin C. Thompson believes the answer starts with mental fitness. As a coach, speaker, and certified Positive Intelligence practitioner, Colin works with people who feel stuck between pressure, responsibility, and the constant demands of work and family life. His approach focuses on helping dads recognize the thought patt...

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Why do so many working dads feel exhausted even when they’re doing everything "right"?

Dr. Matt Campbell believes the problem is not that most people are broken. It’s that they’re depleted.

Matt is a clinical psychologist and creator of the Primal Five Framework, which focuses on five foundational areas that shape how we show up every day: sleep, sunlight, movement, connection, and consumption. His work explores how...

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What happens when your life changes faster than you can process it?

For Mike Weyandt, the shift into fatherhood came all at once. A long, uncertain adoption process suddenly turned into bringing home a newborn in a matter of weeks. At the same time, his career path was in flux, and shortly after, the world shut down.

What followed was a season filled with constant change, new responsibilities, and very little time to step back and ma...

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What does it actually look like to rebuild your life after everything falls apart?

Rob Capili has lived through it. Divorce, career pivots, identity shifts, and the long process of starting over while still showing up as a father. His path has never been linear. From tech to filmmaking to music to entrepreneurship, he has followed curiosity, taken risks, and learned the hard way what matters and what doesn’t.

But some of his mo...

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