EP 179 Rebuilding After Life Disruptions Dan Deppen on Career Transitions, Family, and Freedom

In this episode of From Adversity to Abundance, host Jamie Bateman sits down with Dan Deppen, owner of Call the Underwriter, a company that works closely with seller-finance and owner-finance real estate investors to help create loans for owner-occupied borrowers. But this conversation goes well beyond underwriting and real estate mechanics.
Dan opens up about a season of personal and professional transition that many listeners will find deeply relatable. He shares his experience navigating a recent divorce while simultaneously moving between life as a W-2 employee and entrepreneurship—more than once. Rather than framing these shifts as failures, Dan reflects on how each transition shaped his perspective on work, stability, and what real abundance actually looks like.
Today, Dan is building Call the Underwriter with intention, balancing the demands of scaling a business with the priorities of family, flexibility, and freedom of choice. This episode explores the emotional and mental side of entrepreneurship, the realities of starting over, and how abundance isn’t always about doing less—but about having alignment, options, and purpose. Listeners can expect practical wisdom, grounded insights, and an honest look at what it means to redefine success on your own terms.

Guest Introduction:
Dan Deppen is the owner of Call the Underwriter, a company that supports seller-finance and owner-finance real estate investors by helping structure loans for owner-occupied borrowers. With experience moving between W-2 employment and entrepreneurship, Dan brings a grounded, real-world perspective to business ownership, personal resilience, and redefining abundance through family, freedom, and flexibility.

Episode Highlights:
Dan’s journey through divorce and major life transitions
Moving from W-2 employment to entrepreneurship—and back again
Lessons learned from rebuilding professionally and personally
What “abundance” looks like beyond money and business growth
Scaling Call the Underwriter while prioritizing family and flexibility
Finding stability, purpose, and clarity through change

Key Takeaways:
Career paths are rarely linear, and transitions don’t equal failure
Abundance can be defined by freedom, choice, and alignment—not just income
Entrepreneurship comes with seasons of rebuilding and recalibration
Personal challenges often shape stronger, more intentional businesses
True success is about designing a life that supports what matters most

Learn More about Stephen Predmore:
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