What do you do when business feels hard—and you assume it’s your fault? In this raw and rich conversation, Michael and Megan sit down with Dave Ramsey to talk about what really goes into building a business that lasts. Drawing from his 30+ year journey with Ramsey Solutions, Dave shares stories of failure, clarity, succession, and the slow handoff of legacy—along with what most founders get wrong about growth. If you’ve ever felt behind, discouraged, or unsure how to lead your business into the future, this episode will show you the next light on the path.

Memorable Quotes

“The dirty little secret is: Everyone’s money is messed up.”
“As long as I can clearly see the next step, it gives me tremendous energy and focus and hope.”
“We’ve learned with all the bruises to look for the next thing but not to sell out to it.”
“You gotta change the word. The word is: I experimented. I didn’t fail.”
“You give other people the credit when things are right and take the hit when things are wrong. Because it is your job as the leader.”
“People are our greatest blessing and they also give us the most trouble.”
“I have to constantly stop and say: Let them do it. You did hand it off. Don’t take it back. They’re doing okay.”

Key Takeaways

Business Is Hard. If you’re a small business owner struggling to make it all work, you’re in really good company. The struggle is normal, and you’re not alone.
Cut Through the Fog. You don’t need to know the whole path. You just need enough clarity to light your next steps.
Good News: You’re the Problem. If your business is stuck, look in the mirror. That’s not shame—it’s a solvable problem.
Succession Starts Now. Planning for legacy doesn’t mean you’re quitting. It means you’re a good steward. Whether you have five team members or 500, the time to start is now.

Resources

Build a Business You Love by Dave Ramsey
The Ramsey Show
Ramsey Solutions
EntreLeadership

Watch on YouTube at: https://youtu.be/oOoV5G1Zi8E

This episode was produced by Sarah Vorhees Wendel of VW Sound

DAVE RAMSEY: Build a Business That Lasts

The Double Win