Shark Report - The Owner’s Odyssey: Podcasts Every Engaged Owner Should Hear

Business owners don’t fail because they’re lazy or uninformed. They often struggle because they don’t have a clear, practical map for navigating the owner’s journey; from day-to-day operations to long-term value, freedom, impact, and ultimately an exit.

That’s why I created The Owner’s Odyssey, a four-part podcast series designed for owners who are actively engaged in their businesses and want more than just survival. This series is about clarity, control, and confidence — especially in uncertain times.

The stated theme is preparing your business for sale. The deeper truth?

That’s exactly how you should be running it if you want to keep it.

Episode 1: The High-Stakes Moment — Exploring a Sale

Preparing Your Business for Sale

Selling your business is the deal of your life. Yet most owners don’t start preparing until they’re already at the table …. too late, leverage gone, and options limited.

Key Focus Areas:
Clean your house, financials, operations, contracts and records
Understand the value proposition for your ideal buyer
Begin to envision what life looks like after a sale

Prepare early. Position intentionally. Own your story.

That’s how your biggest deal becomes your best deal.

Episode 2: Benchmarking — How Do You Really Stack Up?

Start with systems. Follow with benchmarking.

A disciplined, one-page strategic plan, executed consistently, doesn’t just increase enterprise value someday, it creates value now.

Core Insights:
Benchmarking isn’t about ego; it’s about informed decision-making
Choose the right benchmarks, not vanity metrics
Use benchmarks to prioritize action, not create noise

Benchmarks turn opinion into perspective.

Episode 3: The Strategic Buyer Advantage

There’s a wide range of value between financial buyers and strategic buyers. For a select few businesses, the right strategic buyer will pay far beyond the typical range ….. sometimes millions more.

That premium appears when you’ve locked something into your business that is truly transformational for the right buyer. We call this the Rembrandt in the Attic.

Core Insight:
Extraordinary value shows up when owners understand what they can create that would be transformational for the right buyer.

Key Takeaways:
Know your industry landscape
Identify and sharpen true differentiators
Tell the right story to the right audience

The best-run businesses are built with a buyer’s lens — even if they never sell.

Episode 4: The Owner’s Transition Playbook

Preparing for transition is a critical part of the journey. Too many owners define who they are by what they do. When the business changes, that identity can collapse, leaving isolation, uncertainty, or regret.

Key Takeaways:
Clarify personal vision and priorities
Align energy, time, and focus with what matters most
Create a simple one-page guide for intentional leadership

When the owner has clarity and alignment, the business accelerates.

The Bottom Line

Prepare your business for sale — then don’t.

Either way, you’ll be better off.

Check out The Owner’s Odyssey: Navigating the Greatest Journey of Your Life
Available on all major podcast platforms or at redmonlaw.com