Selling your business doesn’t start when a buyer shows up, it starts years earlier, often before you realize you’re “building toward an exit.” In this episode of The Founder Ride, Randy breaks down how to begin planning for the eventual sale of your business with clarity and intention, even if selling feels far off.

We explore the mindset shift founders must make, from running a business that depends on them to building one that can stand on its own. Randy also discuss common mistakes founders make when they wait too long to plan, and how early decisions around growth, profit, and structure can dramatically impact value down the road.

Whether selling is one year away or ten, this conversation will help you think differently about your business today, so when the time comes, you’re selling on your terms, not scrambling under pressure.

In this episode of The Founder Ride, Randy Gerber explores the under appreciated role of the Chief Operating Officer, the steady force behind a company’s day-to-day success. While founders may be the visionaries, COOs are the executors who turn that vision into reality. Randy discusses how the best COOs balance structure with adaptability, create alignment across teams, and quietly shape a company’s culture and growth trajectory. Through real-world examples and practical insights, he highlights why every great founder needs a strong second-in-command — and how that partnership can be the difference between chaos and clarity.

In this episode of The Founder Ride, Randy Gerber breaks down two of the most misunderstood financial concepts in business — profit and revenue. Many founders focus on top-line growth, but true sustainability comes from understanding what’s really driving the bottom line. Randy explains how to look beyond sales numbers to uncover the metrics that matter, how profit fuels long-term vision, and why clarity around both is essential for making smarter decisions as a founder. Whether you’re scaling fast or refining your margins, this episode will help you measure success with greater purpose.

Great leadership isn’t about proving you’re right, it’s about building something that lasts. In this episode, Randy discusses the importance of setting ego aside to make space for collaboration, innovation, and growth. It’s an honest conversation about the self-discipline required to keep your vision intact while not standing in your own way.

In this episode of The Founder Ride, Randy explores what it means to remain calm and centered when your team feels divided. He shares practical ways to lead with presence, restore clarity, and rebuild trust, even when tensions are high. This conversation is about resilience, balance, and how grounded leadership can steady the course for the entire company.

In this episode of The Founder Ride, Randy sits down with Adam Hines, co-founder of High Bank Distillery, to uncover the journey behind one of Central Ohio’s most celebrated craft distilleries. Adam shares how he and his team built High Bank from the ground up, the risks and resilience required to enter a competitive industry, and the vision that continues to fuel their growth. From navigating setbacks to scaling with intention, this conversation is a behind-the-scenes look at what it takes to blend passion, creativity, and business savvy into a recipe for lasting success.

In this episode of The Founder Ride, Randy explores why some of the most important conversations in business are also the hardest to have. From replacing leadership to resetting expectations with a team, Randy shares how founders can deliver hard truths with honesty, empathy, and clarity—without losing momentum or trust. Tune in for insights on balancing compassion with conviction, and why mastering tough conversations is essential for any entrepreneur who wants to lead their company to lasting growth.

On this episode of The Founder Ride, Randy explores a hard but crucial truth for entrepreneurs: sometimes the best way to help your business grow is by getting out of your own way. He shares how to recognize when your leadership may be holding the company back, the signs that it’s time to bring in new talent, and how to approach the transition in a way that preserves culture, momentum, and your vision.