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Author: Joseph Caffrey

Selling a Business: How to Avoid Post-Closing Legal Liabilities

 Selling a Business: Avoid Post-Closing Legal Liabilities 6 October 2025: Selling a Business: Avoid Post-Closing Legal Liabilities Selling a business is a major milestone; in most cases, it’s the most significant financial event in the business owner’s life. But long after the ink has dried on the contract, a

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Selling a Business: Minimizing the Tax Hit

 Selling a Business: Minimizing the Tax Hit 29 September 2025: Selling a Business: Minimizing the Tax Hit Selling a business can be one of the most financially rewarding — and complex — events in an entrepreneur’s life. It is almost certainly the most significant financial one. While the sale

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Buying a Business With a Partner

 Buying a Business With a Partner? Here’s How to Avoid “Partner Calamity” 22 September 2025: Buying a Business With a Partner When buying a business with a partner or two, one of the most important—and often overlooked—steps is creating a shareholders’ or members’ agreement. This document sets the framework

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Selling a Business: Why Vetting Buyers is Crucial

 Selling a Business: Why Vetting Buyers is Crucial 15 September 2025: Selling a Business: Why Vetting Buyers is Crucial Selling a small or lower middle market business is often the culmination of years or decades of hard work. Whether you’re a founder looking to retire, a serial entrepreneur planning

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Selling a Business Under Pressure

 Selling a Business Under Pressure 8 September 2025: Selling a Business Under Pressure Selling a business is often the most significant financial transaction an entrepreneur will ever undertake. Ideally, it’s the result of long-term planning, strategic positioning, and market timing. But what happens when the sale is driven not

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Buying a Business: Due Diligence

 Buying a Business: Due Diligence 1 September 2025: Buying a Business: Due Diligence Buying a business involves, among other things, a great deal of study and investigation, In short, you need to go through an in depth process of due diligence to make sure you know what you’re buying.

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Pricing a Business: Market Value vs Seller “Need”

 Pricing a Business: Market Value vs Seller “Need” 25 August 2025: Pricing a Business: Market Value vs Seller “Need” Selling a business is the ultimate pay off for years of hard work. But in too many cases the sale is sabotaged by the business owners themselves. In our nearly

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Selling a Business: 2 Problems to Avoid

 Selling a Business: 2 Problems to Avoid 18 August 2025: Selling a Business: 2 Problems to Avoid As I’ve written previously, selling a business requires preparation. But even for those that thoroughly prepare, problems are almost certain to pop up during the process. To be successful when selling a

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Selling a Business: Is Real Estate Involved?

 Selling a Business: Is Real Estate Involved? 11 August 2025: Selling a Business: Is Real Estate Involved? Selling a business requires, as this blog has flogged for years, a valuation. But an accurate valuation requires good numbers. In our nearly 25 years of advising business owners and brokering businesses,

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Buying a Business: Know its Value

 Buying a Business: Know Its Value 4 August 2025: Buying a Business: Know Its Value Value is “in the eye of the beholder”? Well, yes, but understanding what a business is likely to be worth in the market place would be a very useful piece of information to have

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