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Exit Strategy or Identity Crisis? Why Most Founders Sell to the Wrong Buyer (and How to Fix It)

Exit Strategy or Identity Crisis? Why Most Founders Sell to the Wrong Buyer (and How to Fix It)

by Tory Gregory | Jan 26, 2026 | The Exit

Selling your business isn’t just a financial transaction; it’s a marathon that many founders start without training. In a recent episode of the Flippa podcast, Alex Seydel, a former M&A attorney turned business exit strategist at Ripple’s Edge Advisors, sat down...
The Art of the Exit: M&A Expert Reveals How to Sell Your Business Without Leaving Money on the Table

The Art of the Exit: M&A Expert Reveals How to Sell Your Business Without Leaving Money on the Table

by Tory Gregory | Jan 19, 2026 | The Exit

For many entrepreneurs, the ultimate goal isn’t just running a business, it’s successfully exiting one. But the gap between wanting to sell and signing the closing documents is often filled with complex hurdles, emotional negotiations, and rigorous due...
The Exit Paradox: Why Maximising Liquidity Requires Years, Not Months, of Preparation

The Exit Paradox: Why Maximising Liquidity Requires Years, Not Months, of Preparation

by Tory Gregory | Jan 12, 2026 | The Exit

In a recent discussion on The Exit podcast, Steve McGarry sat down with Tim Golas, Partner at Spurstone, an advisory firm specializing in navigating the complex intersection of business growth and personal wealth realization for entrepreneurs. Their dialogue...
How to Maximize Your Exit: 5 Strategies to Increase Valuation and Avoid Deal Killers

How to Maximize Your Exit: 5 Strategies to Increase Valuation and Avoid Deal Killers

by Tory Gregory | Jan 5, 2026 | The Exit

“A business without an exit plan is a profitable hobby.” That is the stark reality for many entrepreneurs, according to Chris Hallberg, CEO of Business Sergeant and a seasoned leadership coach. For many founders, the thrill lies in the build, the late...
Why Organic Growth is a Trap: How M&A Can Boost Enterprise Value by 1,200%

Why Organic Growth is a Trap: How M&A Can Boost Enterprise Value by 1,200%

by Tory Gregory | Jan 4, 2026 | The Exit

Most entrepreneurs believe that the path to a 9-figure exit involves grinding out 10% year-over-year growth, optimizing conversion rates, and slowly scaling operations. While organic growth is important, it is also the slow lane to wealth. In a recent interview, Tom...
The $50 Million Mistake: Inside the Private Equity Playbook and How to Maximize Your Exit

The $50 Million Mistake: Inside the Private Equity Playbook and How to Maximize Your Exit

by Tory Gregory | Dec 22, 2025 | The Exit

Alexis Sikorsky went from near-bankruptcy during the 2008 crisis to selling his banking software company for an unheard-of 11x future EBITDA. Here is what he learned about the “grind,” dealing with Private Equity, and the expensive mistakes founders make...
How to Value, Buy, and Sell Premium Domains: Lessons from the Record Breaking $13 Million Domain Sale

How to Value, Buy, and Sell Premium Domains: Lessons from the Record Breaking $13 Million Domain Sale

by Tory Gregory | Dec 15, 2025 | The Exit

When Jeffrey Gabriel sold a domain for $13 million in 2010, it wasn’t just a headline; it was a validation of the entire industry. It proved that “online real estate” could rival the value of physical property. But how do you actually value a domain...
From Buyouts to Mergers: How Chelsea Jones Navigated Crisis, Cancer, and AI to Rebuild Her Agency

From Buyouts to Mergers: How Chelsea Jones Navigated Crisis, Cancer, and AI to Rebuild Her Agency

by Tory Gregory | Dec 8, 2025 | The Exit

In the world of buying and selling online businesses, the path is rarely a straight line. For Chelsea Jones, co-founder of Sunny Road, the journey involved a failed startup, a rapid COVID scale-up, a partner buyout during a health crisis, and a strategic merger in the...
Why 50% of Founders Regret Selling: A Guide to Exiting Without Leaving Millions with Chris Spratling

Why 50% of Founders Regret Selling: A Guide to Exiting Without Leaving Millions with Chris Spratling

by Tory Gregory | Nov 30, 2025 | The Exit

Selling a business is often viewed as the ultimate payday—a single, celebratory event where you sign a contract and walk away into the sunset. But for many entrepreneurs, the reality is starkly different. In a recent interview, Chris Spratling, Founder and Managing...
Why Most Founders Raise Money Too Early (And Other Exit Mistakes to Avoid) with James Rose

Why Most Founders Raise Money Too Early (And Other Exit Mistakes to Avoid) with James Rose

by Tory Gregory | Nov 24, 2025 | The Exit

Lessons from James Rose, CEO of Inflective Group, on smart scaling, M&A strategy, and maximizing your exit Building a successful business is hard. Exiting that business successfully? Even harder. Less than 1% of SME businesses achieve a meaningful exit, and the...
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