Episodes

EP 143: Women Entrepreneurs Breaking the Mold with Gabrielle Rubenstein
March 11, 2026

EP 143: Women Entrepreneurs Breaking the Mold with Gabrielle Rubenste…

Many people think that once you buy a business, you’re set for life. But the reality is, there’s a lot of hard work that comes before you can reap the rewards. In this episode, Gabrielle Rubenstein takes us through her first ...

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EP 142: How Chris Fredericks is Reinventing Small Business Ownership
March 4, 2026

EP 142: How Chris Fredericks is Reinventing Small Business Ownership

Selling your business to a new buyer isn’t the only way to exit. What if you could transition ownership to your employees, rewarding their hard work while securing your legacy? In this episode, Chris Fredericks , CEO at Empow...

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EP 141: David Barnett on Selling Smart: Blind Spots, Buyer Psychology, and Real-World Value
Feb. 25, 2026

EP 141: David Barnett on Selling Smart: Blind Spots, Buyer Psychology…

There’s a common belief that selling a business is the ultimate jackpot—a one-time windfall that guarantees wealth and success. But is that the reality? David C. Barnett , Business Valuation Specialist at Advantage Liquidity ...

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EP 140: Today’s Business Valuation and Dealmaking Environment
Feb. 18, 2026

EP 140: Today’s Business Valuation and Dealmaking Environment

The small business market is stabilizing, but the story beneath the surface is complex. In this episode, host Ed Mysogland breaks down the Q1 2026 data from BizBuySell and DealStats, revealing trends in transaction volumes, v...

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EP 139: From Operator to Architect: The Shift That Makes Businesses Transferable using Output Thinking with John Seiffer
Jan. 21, 2026

EP 139: From Operator to Architect: The Shift That Makes Businesses T…

Being a hands-on business owner is not the humble brag you think it is. To buyers, it signals a red flag: decisions bottlenecked at the owner, undocumented processes, fragile customer relationships, and a business that strugg...

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EP 138: Inside the Mind of a Buyer: What Makes or Breaks a Deal with Ted Leverette
Jan. 7, 2026

EP 138: Inside the Mind of a Buyer: What Makes or Breaks a Deal with …

A successful corporate executive leaves his high-paying job to buy a business, only to face a disaster leading to lawsuits and financial turmoil. That painful experience taught Ted Leverette valuable lessons and set him on th...

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REPLAY: The Late-Stage Entrepreneur: Gary Hentschel on Lessons on Risk, Value, and Second Acts
Dec. 31, 2025

REPLAY: The Late-Stage Entrepreneur: Gary Hentschel on Lessons on Ris…

Most buyers slow down in their sixties. But not . He’s out buying companies, doubling their value, and selling them again. As a partner at and CEO at , Gary brings decades of experience as a banker, entrepreneur, and operator. In this...

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REPLAY: How Circle City Capital Group Turns Overlooked Businesses Into Thriving Investments
Dec. 24, 2025

REPLAY: How Circle City Capital Group Turns Overlooked Businesses Int…

What really makes a business attractive to buyers? Buyers weigh more than just financials. They consider risk, operations, and whether the business can run without you. Colin King and Joe Van Deman , Principals at Circle City...

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EP 137: The Hidden Challenges Latino Entrepreneurs Face When Selling a Business with Rudy Bustamante
Dec. 17, 2025

EP 137: The Hidden Challenges Latino Entrepreneurs Face When Selling …

Latino-owned businesses are one of the fastest-growing segments of the U.S. economy, yet many owners still struggle when it’s time to sell or transition. Gaps in financial records, limited access to the right advisors, and th...

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EP 136: The Retirement Strategy Hiding in Plain Sight with Thomas Drapala
Dec. 10, 2025

EP 136: The Retirement Strategy Hiding in Plain Sight with Thomas Dra…

Owners fixate on the purchase price of their exit, but the bigger loss to long-term income can come from how Social Security is handled. Get it wrong, and you can quietly lose six figures. Thomas Drapala , Director of Strateg...

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EP 135: Small Town, Big Opportunity: How to Exit in Overlooked Rural Markets
Dec. 3, 2025

EP 135: Small Town, Big Opportunity: How to Exit in Overlooked Rural …

The majority of deal conversations focus on big cities and private equity groups, but small towns have businesses too. Many of these companies are facing transition challenges because the buyers and advisors they need aren’t ...

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EP 134: How Small Hustles Create Big Outcomes with Hunter Beale
Nov. 26, 2025

EP 134: How Small Hustles Create Big Outcomes with Hunter Beale

Entrepreneurship isn’t just for adults, and is proof that it’s never too early to start. Hunter is the Executive Director of , a fast-growing movement that helps students across Indiana build real businesses and learn through hands-on experience....

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EP 133: The Story That Sells Your Business with Charlie Stanton
Nov. 19, 2025

EP 133: The Story That Sells Your Business with Charlie Stanton

In a business appraisal, the numbers will always matter — but how they’re communicated can have just as much impact on value. Charlie Stanton , CFA and founder of Stanton Valuation Advisors , believes every valuation tells a ...

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EP 132: Why Franchises Sell (and Independents Don’t): Lessons from Inside Neighborly
Nov. 12, 2025

EP 132: Why Franchises Sell (and Independents Don’t): Lessons from In…

More entrepreneurs are turning to franchises, and it’s easy to see why. With proven systems, recognizable brands, and built-in support, franchises make both ownership and resale less risky. Alyssa Hernandez , Vice President o...

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EP 131: No One-Size-Fits-All: Amy Wirtz on Succession Without the Drama
Nov. 5, 2025

EP 131: No One-Size-Fits-All: Amy Wirtz on Succession Without the Dra…

Managing a business is tough enough on its own. But add family dynamics in the mix, and things get even more challenging. As a strategic advisor at The Family Business Consulting Group , Amy Wirtz shares her expertise on navi...

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EP 130: Shift-N-Gears: From Stuck to Scalable with Acquisition Thinking with Della Kirkman
Oct. 29, 2025

EP 130: Shift-N-Gears: From Stuck to Scalable with Acquisition Thinki…

You don't have to build your own business from scratch to be an entrepreneur. You can buy one instead. Della Kirkman , CPA and founder of Shift-N-Gears , is on a mission to help 10,000 women become business owners through acq...

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EP 129: How EOS Builds a More Sellable Business with Ashley Walters
Oct. 22, 2025

EP 129: How EOS Builds a More Sellable Business with Ashley Walters

Many business owners still feel trapped in the day-to-day because their companies rely too heavily on them. The Entrepreneurial Operating System (EOS) changes that by helping leadership teams build structure and accountabilit...

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EP 128: It’s a Transition, Not Just a Transaction: Inside the Seller’s Journey with Denise Logan
Oct. 15, 2025

EP 128: It’s a Transition, Not Just a Transaction: Inside the Seller’…

Most owners think selling a business is only about numbers, but knows it’s more complicated than that. Known as the “Seller Whisperer,” Denise has helped hundreds of sellers navigate the complex emotions that can affect deals. It’s not...

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EP 127: The Next Generation of M&A: Trust, Tech, and the Human Side of Exits
Oct. 8, 2025

EP 127: The Next Generation of M&A: Trust, Tech, and the Human Side o…

Most professionals in the M&A space have been closing deals for decades. But being young doesn’t mean you can’t bring value to the table. , founder of , has built a reputation as one of the younger voices in the industry. He has helped...

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EP 126: The Late-Stage Entrepreneur: Gary Hentschel on Lessons on Risk, Value, and Second Acts
Oct. 1, 2025

EP 126: The Late-Stage Entrepreneur: Gary Hentschel on Lessons on Ris…

Most buyers slow down in their sixties. But not . He’s out buying companies, doubling their value, and selling them again. As a partner at and CEO at , Gary brings decades of experience as a banker, entrepreneur, and operator. In this...

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EP 125: How Circle City Capital Group Turns Overlooked Businesses Into Thriving Investments
Sept. 24, 2025

EP 125: How Circle City Capital Group Turns Overlooked Businesses Int…

What really makes a business attractive to buyers? Buyers weigh more than just financials. They consider risk, operations, and whether the business can run without you. Colin King and Joe Van Deman , Principals at Circle City...

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EP 124: Inside the Broker’s Engine Room: George Wellmer on the Future of Business Sales
Sept. 17, 2025

EP 124: Inside the Broker’s Engine Room: George Wellmer on the Future…

Most people think selling a business is just like selling a house. That’s where they’re wrong. , founder of , clarifies the misconceptions sellers have about brokers and the deal process. George explains how technology and AI are simplifying...

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EP 123: Beyond Selling: The Case for Half-Retirement with Jim Muehlhausen
Sept. 10, 2025

EP 123: Beyond Selling: The Case for Half-Retirement with Jim Muehlha…

Selling your business doesn’t always deliver the financial security or fulfillment you expect. So what if there was another option? Jim Muehlhausen , founder of Half-Retire , has worked with thousands of owners facing this ex...

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EP 122: Will the Silver Tsunami Ever Come?
Sept. 3, 2025

EP 122: Will the Silver Tsunami Ever Come?

For years, we’ve been told that retiring business owners would flood the market with companies for sale. The truth is that most of them are holding on longer and for good reason. In this episode, Ed Mysogland shares market da...

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