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

What does leadership look like when the mission is your family and the stakes are emotional, not tactical?

Brad Leeman is a retired U.S. Marine Corps Lieutenant Colonel, combat aviator, and F-35 test pilot who spent nearly two decades leading in environments where preparation, clarity, and execution were non-negotiable. After transitioning out of the military, Brad became an entrepreneur and founder of SwingSesh, a company built aro...

How do you communicate in a way that builds trust, connection, and confidence with your kids, your partner, and the people you work with every day?

Danny Brassell has spent decades teaching, coaching, and speaking around the world about storytelling, reading, and communication. This conversation explores how communication is not about polish or performance, but about meeting people where they are and staying present in the moments t...

Jon Merlin is a longtime designer who left agency life to start his own creative studio while raising two young daughters. Instead of letting work bleed into every hour, Jon drew a hard line around family time and rebuilt his business around clarity, intention, and values.

This conversation explores what it really looks like to pursue entrepreneurship without losing presence at home, and how letting go of perfection can unlock both ...

Why does work keep crowding out family time even when no one is explicitly asking it to?

Doug Fleener is an author, coach, and former corporate executive who has lived both sides of the work equation. After years of leadership roles and constant pressure, he intentionally redesigned his work around presence, health, and family. As a dad to grown daughters and a teenager, Doug brings rare perspective on how seasons of fatherhood chan...

What do you do when your career looks successful on paper, but something quietly feels off?

Stephanie Cordes is a career ownership coach who works with people at the exact moment when professional success and the life they want to live stop pointing in the same direction. She knows this moment personally. After building a successful corporate career, Stephanie realized that checking all the boxes did not automatically mean she was b...

Why do anxiety and depression feel heavier during the long winter season, even when nothing is technically “wrong”?

Kristian Leavell, licensed clinical social worker, therapist, and dad, returns to talk about the emotional weight winter can bring, especially for fathers carrying responsibility at work and at home. The focus here is awareness, regulation, and small, realistic ways to stay steady when energy is low and motivation fade...

What does it mean to succeed at work without missing the moments you never get back?

Eddie Torba has spent decades in retail execution and operations, helping major brands adapt, rebuild, and evolve through massive industry change. Along the way, he made intentional career decisions to stay present for his family, from working nights and weekends early on, to shifting into remote corporate roles, to building a small consulting pract...

What does it actually take to feel grounded, confident, and present as a dad when anxiety is rising, expectations are shifting, and the world feels louder than ever?

AJ Rich is a licensed marriage and family therapist, practice owner, and doctoral candidate who works almost exclusively with men. After nearly 20 years in corporate leadership, AJ transitioned into clinical work and now helps dads navigate identity, emotional intellige...

How do you rebuild your life when everything breaks at once and you still have kids who need you every minute of the day?

After a devastating spinal injury and years of recovery, Paul Terrell became a stay at home dad who had to relearn how to walk, talk, type, and parent with new physical limitations. Later he returned to work and eventually became a top performing enterprise account executive in PropTech and FinTech. His story is ...

What happens when you realize the real work of your life is happening at home, not at your job?

Sean Waldron returns for a deeper conversation about creativity, fatherhood, and the stories that shape us. He shares how filming with his son became a doorway into connection, why every dad has creative gifts even if they do not see themselves as creative, and how bringing your work skills into your home can strengthen the bond with your...

How do you hold onto your creative identity while trying to be the parent you want to be?

Sean Waldron has built a life around creativity from music to video production to brand storytelling. He has freelanced, gone in-house, flipped houses, and wrestled with the tension between purpose and practical responsibilities. Becoming a dad pushed him to rethink all of it.

Sean shares how to:

• Blend creative skills with fatherhood in a way...

What does it really take to be present as a dad while juggling work, pressure, and your own mental health?

Kristian Leavell, a licensed clinical social worker, therapist, and dad, brings both clinical insight and lived experience to this honest conversation about the weight many fathers carry and how to navigate it with clarity and compassion.

Kristian shares how to:

• Be truthful about what you feel and what you need

• Understand the ...

What happens when the chapter you spent years chasing finally ends and you’re left asking what comes next?

In this episode of Gap to Gig, host Michael Jacobs talks with Erin Aldrich Shean, a former Olympic and professional athlete who has reinvented herself multiple times across sports, corporate strategy, and now career coaching. Erin helps people navigate life and work transitions using her LAND method, a framework built around le...

What really happens behind the scenes in hiring and how can dads returning to work stand out?

In this episode of Gap to Gig, host Michael Jacobs talks with Jacob Stone, HR consultant and founder of WorqTap, who’s spent over a decade helping companies hire smarter and helping people land roles that actually fit their lives.

Jacob shares what most job seekers never hear:

• What’s really going on inside hiring teams (and how to stand ou...

In this episode of Gap to Gig, host Michael Jacobs talks with Jesse Holmes, a performance coach who helps entrepreneurs and parents make measurable progress in just 10 minutes a day.

Jesse shares how to:

• Build clarity and confidence through small, consistent actions.

• Find your focus when life feels chaotic.

• Apply “deep work” principles to parenting, relationships, and self-care.

• Turn daily 10-minute wins into lasting momentu...

What happens when your career suddenly stops fitting your life?

In this episode of Gap to Gig, host Michael Jacobs talks with John Tarnoff, an executive coach who rebuilt his career after the tech bubble burst and now helps mid-career professionals rediscover purpose and confidence.

John shares how to:

• Navigate uncertainty and rebuild resilience.

• Reframe “returning to work” as moving forward, not backward.

• Turn personal experie...

What if the goal isn’t just finding work, but finding work that fits your life?

Gap to Gig is the podcast for dads balancing career, family, and purpose. Hosted by entrepreneur and dad Michael Jacobs, each week features real conversations with fathers, founders, and experts who are redefining success and creating careers that fit real life.

If you’re navigating career change, exploring freelance or flexible work, or looking for meani...