family business Archives - Your ExitMap

The Transfer Options Many Owners Don’t Consider

John F. Dini — Thu, 22 Oct 2026 14:26:42 +0000

If you ask most business owners what their exit strategy is, they will tell you they intend to sell the business to a third party. It is the most straightforward-sounding option. Find a buyer, negotiate a price, sign some documents, and walk away with a check. The problem is that it may be the hardest option to execute successfully. According to data from business broker associations, intermediaries fail to sell approximately eighty percent of the businesses they list. When you run the arithmetic on how many businesses are available for sale versus how many buyers exist in any given market, the odds for a typical ... Read more

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How to Transfer a Family Business to the Next Generation

Amit Chandel — Mon, 13 Jul 2026 16:42:52 +0000

A family business goes on from generation to generation, and having a structured succession plan helps in minimizing the problems and smooths out the process. Family business succession planning is the structured process of legally, financially, and operationally preparing your business for a smooth ownership handoff, covering everything from IRS valuations to trust structures. Only 30% of family businesses survive to the second generation, and skipping a formal plan is the #1 reason. The tax exposure alone (gift tax, estate tax, capital gains) can drain decades of business value if no one plans. In this blog, we’ll cover the right methods to transfer a family ... Read more

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The House of Gucci Succession Plan

Mark C. Hegstrom — Thu, 04 Apr 2024 17:14:47 +0000

The Gucci brand started with two brothers who own the family business equally. Each brother had a son, and each son was to inherit the empire. One of the sons was a ne’er-do-well, who always attracted and found trouble. Despite nobody ever giving him a chance, the viewer could tell his successor ownership was doomed. The other son married the woman who was played by Lady Gaga. The story progresses through time as one of the fathers die and the other goes to jail while the wife rises to power and greed. To complicate the succession plan, lavish lifestyles, poor business decisions, children and divorce ensue.

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Exit Planning – Lifestyle and Legacy

John F. Dini — Thu, 14 Dec 2023 15:01:48 +0000

Lifestyle and Legacy are two very different types of owner transition objectives. When we ask a client “What do you expect as a result of our exit planning?” the answer may be about the money, the time frame, or the impact on people. No matter how it is phrased, the response will break down into one of two major categories. It’s either about the owner’s future lifestyle, or the legacy that is left behind. Lifestyle Objectives Many clients want to exit to an enjoyable retirement. Usually, their primary concern is financial security. They want enough money to live comfortably, and to take care of their ... Read more

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Stakeholders in Exit Planning

John F. Dini — Mon, 13 Nov 2023 14:38:35 +0000

When preparing for the transfer of a business, there are many stakeholders who can impact your plan. Some have direct authority or decision-making capability over the transaction, but others may have substantial influence. In general, it’s best to presume that anyone who has a relationship with the owner or the business will have some impact on his or her decisions. Internal Stakeholders Of primary importance are partners and shareholders. Even when an owner has a voting majority, minority partners may have an official or unofficial veto. “Official” comes in the form of supermajority rights. Unofficial may be in the form of a threat to terminate ... Read more

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Delegation and Depth – Company Readiness for Exit

John F. Dini — Wed, 05 Jul 2023 14:21:30 +0000

Delegation and depth are critical when presenting your business as a buying opportunity. For many business owners, exit planning means getting the company ready for sale to a third party. There are a number of approaches to enhancing preparedness for a third-party sale. Assessing Readiness Some planning software products begin with a comprehensive survey of the owner’s impressions of readiness. Note that we say “impressions.” A Likert scale questionnaire that asks a client to rate their understanding of a statement and its possible implications with questions like “How confident are you that you know the value of your business?” and a ranking from “no understanding” ... Read more

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Family Succession Planning: Who Gets the Office?

John F. Dini — Thu, 09 Feb 2023 15:47:33 +0000

Sometimes the most sensitive question in family succession planning is “Who gets the office?” Dad’s (or Mom’s) office is usually perceived as the center of authority by the employees and other family members. That is where you got called on the carpet, where you were informed of promotions, or where you took an insolvable problem. When a parent/CEO is handing off operating responsibility, there is often a lag, sometimes measured in years, between stepping back from the daily decisions and completely separating from the premises. There is great value in having that experience available for coaching, mentoring, or just to lend perspective on new ... Read more

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When Kids Don’t Cut It

John F. Dini — Wed, 23 Sep 2020 05:28:26 +0000

Many owners want to see their children inherit the business, but what happens when the kids don’t cut it? Some years ago I worked with a business owner whose exit plan was to sell into one of the private equity roll-ups that were active in his industry. His son was finishing college, where he studied for a career in wildlife management. The son’s ambition was to spend his life in the great outdoors. One day my client was beaming when I walked into his office. “Guess what?” he said. “My son called. He wants to take over my business!” After a few minutes, it was ... Read more

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Three Circles of Family Business

John F. Dini — Sun, 06 Nov 2011 14:10:06 +0000

What is a “Family Business?” A large percentage of small companies have some family involved. For most, it is simple a case of providing employment to family members. If the founder of the company is also the principle revenue generator, it may be a spouse (most often the wife) who keeps the books and runs the office. Employment of children who can’t (or won’t) find another job is common, and more so in the current economy. In most instances it is just a matter of income transfer with some value attached. The owner could keep handing over money for the child’s living expenses, but he or ... Read more

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