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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...
How I Bought 20 Companies for £1 (And Why Your Business Might Be Unsellable) – Exit Lessons with Lee Smith

How I Bought 20 Companies for £1 (And Why Your Business Might Be Unsellable) – Exit Lessons with Lee Smith

by Tory Gregory | Nov 17, 2025 | The Exit

When Lee Smith bought his first company for just one pound, most people thought he was crazy. Twelve years and 20+ acquisitions later, he’s proven there’s a method to the madness, and valuable lessons for anyone planning to sell their business. As an...
You Just Sold Your Business. Now What the Hell Do You Do? Common Mistakes Entrepreneurs Make with Carolyn Nolan

You Just Sold Your Business. Now What the Hell Do You Do? Common Mistakes Entrepreneurs Make with Carolyn Nolan

by Tory Gregory | Nov 10, 2025 | The Exit

When entrepreneurs think about selling their business, they typically focus on the deal itself – valuations, terms, negotiations. But there’s a crucial conversation that rarely happens: What comes next for you personally? Carolyn Nolan, CEO and Private...
How to Prepare Your Business for Exit: Expert M&A Insights from 100+ Public Offerings

How to Prepare Your Business for Exit: Expert M&A Insights from 100+ Public Offerings

by Tory Gregory | Nov 3, 2025 | The Exit

Strategic advice on business valuation, exit timing, and negotiation tactics from Unity Group partner Callum Laing When it comes to selling your business, most entrepreneurs only get one shot at getting it right. That’s why learning from someone who’s...
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