What does it take to build a successful business, sell it, and then do it all over again?

In this episode of Legacy Behind the Logo, MCF Advisors CEO Dave Harris sits down with longtime friend and client Dan Roskowski, former owner of Benner Mechanical, to explore his entrepreneurial journey—from acquiring a business with no money down to growing it into a $30 million operation, selling a portion of the company, and rebuilding it for a second successful exit.

Dan shares candid insights into the realities of business ownership, including the importance of hiring the right people, leading with vision, navigating difficult decisions, and knowing when to let go. He also reflects on the challenges of selling a company, the emotional transition that follows, and why financial success doesn't always mean personal fulfillment.

Through lessons learned from more than two decades of entrepreneurship, Dan offers valuable perspectives on resilience, leadership, succession planning, and defining what's next after the sale.

In this episode:

• Building, selling, and rebuilding a multimillion-dollar business
• Creating a company culture rooted in trust and employee loyalty
• Balancing leadership, delegation, and the demands of ownership
• Navigating business transitions and preparing for a successful exit
• Finding purpose, fulfillment, and new opportunities after selling a business

Whether you're growing a business, preparing for an eventual transition, or navigating your next chapter, this conversation offers a firsthand look at the challenges, rewards, and lessons that shape a lasting legacy.

What really happens when you sell the company you built, then build another one with your family? Chuck Frank shares hard-won lessons about ownership, succession, and creating a business that can outlive its founder. Chuck joins Dave Harris for a candid conversation about his entrepreneurial journey—from growing up around the family business and working alongside his father to buying him out, selling the company, and starting again with his son, wife, and longtime partners at Zion. They explore the decisions, tradeoffs, and pressures behind building and transitioning a family business. You’ll hear why transparency can help make a transition easier, how leadership depth can reduce reliance on the founder, and what to consider when choosing between a strategic buyer and private equity. Chuck and Dave also discuss family dynamics, succession planning, and why running a company as if it could be sold at any time can make it stronger and more resilient. They also reflect on the personal side of ownership: the responsibility leaders feel toward their teams, the loneliness that can come with running a business, and the value of trusted advisors. For business owners thinking about an exit, family succession, or building a company that can thrive without them, this episode offers a people-first perspective on business and legacy.

*The information contained on this site is for informational purposes only and should not be considered investment advice. This video should not be considered a solicitation for services. MCF is an SEC-registered investment adviser.

Most business owners think the hard part is building the company. Terry Dotson proves the real challenge is surviving the bank calls, the ESOP twists, the generational shift in employees, and deciding what your legacy is actually for. Dave Harris sits down with Terry, CEO of Worldwide Equipment for more than 40 years, for a candid conversation about leadership, people, money, and what it takes to keep a company—and a family of roughly 1,000 employees—moving when the world keeps changing. You’ll hear how Terry went from earning a music degree and starting as a management trainee to building a business with 31 rooftops across seven states, nearly a billion dollars in sales, and a culture built around one word:

we.

He shares the moments that nearly broke the company, including a difficult lender-liability fight, an ESOP that was later unwound, and the lesson he learned about never trusting your future to a single bank.

In this episode, you’ll discover:

• Why Terry says sales is really about solving people’s problems
• The leadership principle that matters more than policies, processes, or technology
• How he approaches hiring, training, and employee turnover
• Why he still shows up in person, walks stores, and believes leaders must be seen
• How a private company can grow without losing its culture, discipline, or cash position
• What business owners should consider when planning for succession and legacy

Dave also explores Terry’s long-running impact at the University of Pikeville, where he has helped expand medical, dental, and optometry education in one of Appalachia’s most underserved regions. That story becomes its own masterclass in using success for something bigger than yourself. If you’re a business owner, executive, or anyone wrestling with succession, stewardship, and what comes after the business you built, this conversation is practical, candid, and full of hard-earned wisdom. Essential listening for anyone who cares about leadership that lasts, businesses that serve, and a legacy that outlives the logo.

*The information contained on this site is for informational purposes only and should not be considered investment advice. This video should not be considered a solicitation for services. MCF is an SEC-registered investment adviser.