Exit Planning Tools for Business Owners

Business Ownership Isn’t What It Used to Be

If you’ve been a business owner for a long time, you’ve lived this shift firsthand.

Many Baby Boomer owners started out alone—just an idea, a customer, and a willingness to take a risk. Hiring that first employee was a milestone. Now, years later, some of those same businesses employ dozens or even hundreds of people.

And every one of those people comes with rights, protections, and obligations that ultimately land on you.

As a business grows, so does the owner’s exposure—to legal risk, regulatory risk, financial risk, and reputational risk. Ownership doesn’t just mean opportunity anymore; it means responsibility layered on responsibility.

Why Fewer People Choose Ownership Today

For someone starting a business now, the barriers look very different than they did 30 or 40 years ago.

Outside of purely digital or internet-based ventures, most new businesses face compliance rules, licensing hurdles, and capital requirements that simply didn’t exist when many established owners got their start. It’s no surprise that many capable people look at those risks and conclude that employment feels like the safer choice—for themselves and for their families.

Licensing alone tells the story. Today, well over a thousand professions require state-level licenses. Nearly one in three workers needs government permission or oversight to do their job—and when they don’t comply, the liability often falls on the business owner.

This includes professions ranging from doctors, lawyers, and engineers to barbers, cosmetologists, designers, trainers, and technicians. In 1950, only a small fraction of U.S. jobs required a license. Today, it’s approaching a third of the workforce.

For owners, that means more rules, more monitoring, and more risk—even when you’re doing everything right.

The Freedom Paradox

Here’s the paradox: America is still one of the best places in the world to own a business.

We score highly on things that matter—strong rule of law, access to credit, contract enforcement, and systems that allow businesses to fail, restructure, and start again. Those freedoms are real and valuable.

At the same time, many of the day-to-day realities of ownership are getting harder.

Taxes are complex. Exporting is cumbersome. Registering property, starting a business, connecting utilities, and dealing with regulated systems can feel slow, opaque, and frustrating. Not coincidentally, these are the areas most tightly controlled by government processes.

So while the system protects enterprise in theory, the practical burden of ownership keeps rising.

How Ownership Is Quietly Changing

One of the biggest shifts isn’t regulatory—it’s structural.

Private equity and institutional capital have stepped in to assume many of the risks of ownership. In doing so, they’ve converted large numbers of would-be entrepreneurs into highly compensated employees.

The leader of a private equity–owned company may have authority, incentives, and status—but they are still an employee, while the real risk is borne elsewhere.

This is a fundamental change in how entrepreneurship works in America, and many long-time owners don’t fully appreciate how different the landscape has become.

What This Means for You

If you’re a business owner—especially one thinking about the future—this context matters.

Ownership today carries more risk, more complexity, and more tradeoffs than it did when many businesses were built. That makes thoughtful planning more important, not less.

Understanding how the rules have changed, how capital has shifted, and how control is being redefined can help you make better decisions about growth, succession, and exit—on your terms.

The goal isn’t to romanticize the past or fear the future. It’s to recognize that ownership has evolved—and that navigating it well now requires clarity, education, and intentional choices.

John F. Dini develops transition and succession strategies that allow business owners to exit their companies on their own schedule, with the proceeds they seek and complete control over the process. He takes a coaching approach to client engagements, focusing on helping owners of companies with $1M to $250M in revenue achieve both their desired lifestyles and legacies.

NQDCs – “Let Me Count the Ways”

Retirement couple budget, finance and investment planning, loan and paper bills for online banking at home. Senior man, woman and people reading tax money report, cash savings and admin document note.
 
Non-Qualified Deferred Compensation (NQDC) plans are a powerful tool for incentivizing and retaining key employees. They offer virtually unlimited flexibility in methodologies, objectives and rewards to suit a company’s strategies and goals.

What is “unqualified?”

Quite simply, NQDCs are discriminatory. Some owners shy away from that term, but discrimination isn’t automatically illegal. Illegal discrimination in the workplace is when an employer or manager treats an employee unfairly due to their race, color, religion, sex, national origin, age (40 or older), disability, or genetic information. 

Non-qualified plans discriminate because they aren’t offered to everyone. The Employee Retirement Income Security Act (ERISA) sets standards for employee benefits. Retirement and health plans must be offered equally to all employees. It does not apply to incentive compensation. As long as the requirements for participation don’t include one of the factors in the paragraph above, it is perfectly legal to discriminate between employees.

There’s a catch, of course. ERISA also allows employers to set aside benefit costs as a pre-tax expense, thus reducing taxable profits. NQDCs have no such advantage. They can be expensed when paid, but the accrual of benefits earned under that plan is a liability rather than an expense.

Therefore, employees should be informed that these plans are unfunded. They are dependent on the company’s ability to pay them when they are due. We will discuss funding and payment in the next article.

What should be incentivized?

The term “deferred” indicates that NQDCs should be used to recognized performance over a period of time. Typical targets include growth in company value, improvements in cash flow or profitability, revenue growth, employee turnover, brand reputation, acquisitions, customer satisfaction and geographic expansion.

Goals can be mixed, prioritized or laddered. For example, vesting may be tied to the employee’s tenure, plus payout levels tied to profitability. Bonuses can accrue based on growth in revenue or profits, with the percentage of payout linked to new products or territorial initiatives.

Half of the awards may be tied to company goals, with the other half linked to individual or departmental objectives. A percentage of any award may be tied to EBITDA, with another percentage dependent on safety benchmarks and another tranche to leadership development.

NQDCs often include virtual equity measures, such as Stock Appreciation Rights (based on a percentage of the growth in value of the business) stock options or phantom stock.

In all cases the recipients of any awards should have a scorecard that plainly outlines their qualifying metrics and time frames.

Who should receive NQDCs?

The complexity of variables indicates that recipients should have several qualifications. First, they must be in a position to affect the outcomes desired. Their decisions should have a direct impact on the incentive calculation.

Second, they need day-to-day visibility into the components that make up the goals. Handing them numbers at the end of the month has little effect if the recipient doesn’t know which levers to pull to make those numbers happen.

Finally, the employees who receive NQDCs should be “keepers.” These plans are not suited for remedial behavioral modification. They are to reward those who are critical to the organization’s success. Ideally, the company wants them to continue performing their duties at a high level for the rest of their career.

Note: This article and the following one (on vesting and funding) are intended as an overview for advisors to business owners. Non-Qualified Deferred Compensation is complex and should be designed with the help of legal and tax advisors.


John F. Dini develops transition and succession strategies that allow business owners to exit their companies on their own schedule, with the proceeds they seek and complete control over the process. He takes a coaching approach to client engagements, focusing on helping owners of companies with $1M to $250M in revenue achieve both their desired lifestyles and legacies.

Manufacturer Stuck in the “Neutral Zone”

 
Here is how exit planning helped a business owner out of the Neutral Zone.

This manufacturer reached out to an exit planning consultant after receiving a book on planning as a gift from a local professional. He was in no particular hurry to leave his business. In the preceding twenty years of ownership, he had grown it from a local vendor to home builders into a nationally known specialty house.

The company provided him with a good living, generating roughly $700,000 a year in free cash flow for each of the previous five years. He wanted to continue for at least a few more years but also was concerned that he do the right things to maximize his price when the time came to move on.

What’s the Problem?

The consultant pointed out several issues that could dramatically impact his eventual transition.

First, he was handling too many duties that should be delegated. These weren’t things that required his special expertise, but rather areas where he was comfortable in just “taking care of it.” These included troubleshooting IT problems. Although the company had a full-service contract for those services with an outside vendor, he felt it was just “faster” if he first tried to fix the issue himself. Owner centricity is a major value killer in a sale.

On large orders, he prepared the price quotes personally. There were several employees in the sales department who did the majority of quotes, but after one had made an expensive error, the owner took any order over a certain dollar amount as his personal responsibility.

The consultant also pointed out that the business was in the “Neutral Zone” regarding profitability as the principal factor in valuation. With $700,000 in cash flow, it was too big for most entrepreneurial owner-operators to afford.

On the other hand, it was too small to attract a private equity or strategic buyer. Professional acquirers typically pay higher multiples but are seldom interested in acquisitions with less than $1,000,000 in cash flow.

Longer-Term Preparation

The owner retained the consultant as a coach to keep him on track as he addressed the issues. In the next few years, the company made a small acquisition resulting in a second location and greater production capacity. They hired a sales manager who could handle major quotes. At the exit planner’s recommendation, the owner implemented EOS with a different consultant for greater accountability in the management team.

A key employee who, like the owner, had also been a “jack of all trades” enjoyed an incentive program based solely on the company’s gross profit over a fixed level. The consultant pointed out that the improvements driving growth would very quicky make this employee wealthy without any increase in responsibilities. Fortunately, the employee resigned for personal reasons before this became an issue.

For the other employees, they installed new incentive programs based more on increasing profitability. Key employees also received stay bonuses and long-term synthetic equity incentives. This initially caused some concern, (“Are you selling the business?”) but that quickly died down when it became plain that no changes were imminent.

Breaking Out of the Neutral Zone

The next five years brought ups and downs. COVID first reduced sales, then created a surge that couldn’t be duplicated. Eventually the company settled into a sustainable growth pattern, reaching well over $1,000,000 in EBITDA. Of course, there were multiple inquiries about selling during this period. However, the owner felt none of them satisfied his goals for a rewarding life after the business.

His efforts to change the value of his business were driven by the clear personal objectives developed with the planner, rather than just a pursuit of growth for growth’s sake. Eventually he agreed to sell the business to a strategic acquirer for roughly twice the value of an appraisal that was done at the beginning of the process.

None of the changes made were earth-shaking. Having a goal, the means to track it and a framework for moving towards it translated into millions of additional dollars in the owner’s pocket. He was comfortable with a transaction that also preserved his legacy and his employees’ futures.

Is your client ready for a transition? Have them take our 15 minute assessment.

John F. Dini develops transition and succession strategies that allow business owners to exit their companies on their own schedule, with the proceeds they seek and complete control over the process. He takes a coaching approach to client engagements, focusing on helping owners of companies with $1M to $250M in revenue achieve both their desired lifestyles and legacies.

How Much does the Big Picture Count?

 
It is currently difficult to have a business conversation without discussing the Big Picture. The voracious 24-hour news cycle needs plenty of fodder to attract eyeballs. It almost seems like the media must pick and choose what will create the most concern. “Seventeen dead in drone attacks? Let’s put that sixth on the schedule.”

Big Picture Issues

Wars in Ukraine, Israel, and Sudan. Attacks on shipping. Russian hacker ransomware. The battle between the U.S. executive and judicial branches. Tariffs, sanctions, inflation, interest rates, boycotts.

Will the price of raw materials go up? How much will transportation cost next week? Should I load up on inventory—or scale back? Can we raise prices proactively? Will my suppliers raise their prices proactively? Will my customers find alternatives to my products or services?

It almost makes a business owner pine for the days when “mundane” issues like employee retention and customer satisfaction were the primary concerns.

How much weight should a business place on Big Picture issues? If you are a tomato grower in Mexico who ships 100% of your crop to the U.S. and just got hit with a 17% tariff, maybe a lot. But if you are a consumer in the grocery store who just saw Roma tomatoes go from $0.23 each to $0.27 each, perhaps not so much.

If you are an Italian restaurant that consumes 400 pounds of those tomatoes a week, the increase in cost from $0.79 to $0.92 a pound is about $52. Perhaps not enough to change menu prices, but enough to be discussed at the restaurant association meeting.

But Does it Count?

Even when the Big Picture seems to matter, the actual impact may be far smaller than it first appears. If you are a greenhouse tomato grower in Arizona, you probably applaud the tariff. If your gross margin on each pound of tomatoes sold is $0.05, you just narrowed the gap by about one-tenth of a cent. Does that really tip the scales?

Has the Mexican grower truly lost the inherent advantages of lower water and labor costs? Or were those already eroded by the Arizona grower’s automation, climate controls, and proximity to market?

In the final analysis, the biggest impact of the tomato tariff may be the concern it creates—the distraction from focusing on other issues—and the fodder for another news cycle. Then the Mexican grower, the Arizona grower, the restaurateur, the supermarket buyer, and the consumer all go back to what they were doing. They simply have a slightly different set of numbers to work with.

The Advisor’s Role

As advisors to business owners, part of your job is to help them focus on what counts. Whether you are a business consultant, accountant, attorney, or financial planner, you have an obligation to help separate the wheat from the chaff. When it comes to running a successful business, tariffs, sanctions, inflation, and interest rates are often just chaff.

You can help your clients—and solidify your position as a trusted advisor—by guiding them to ask the necessary questions:

  • How much will this really affect your business?
  • Have you run the numbers?
  • Does it require a change in what you do, or how you do it?
  • If a change is called for, will taking immediate action have a substantially greater impact than simply including it in your next planning cycle?

Of course, sometimes the answer to those questions may be yes. More frequently, it will be no. Then you and your client are free to discuss the Big Picture—but without the false urgency that television, social media, and newspapers are trying to foist upon them.

John F. Dini develops transition and succession strategies that allow business owners to exit their companies on their own schedule, with the proceeds they seek and complete control over the process. He takes a coaching approach to client engagements, focusing on helping owners of companies with $1M to $250M in revenue achieve both their desired lifestyles and legacies.

Exiting Your Business Happily, Often Requires a Strong Personal Vision

Some surveys conducted among business owners, find that approximately 75% of owners who exit their business are unhappy with the decision one year after they do so. There are several reasons for this, and some owners struggle with it more than others, but the main reason for the unhappiness after a business exit is because of their lack of “personal vision.” What will their life entail after the exit? What will be their new higher purpose (beyond playing golf)? What will be their new areas for personal growth? If they thrive on working with a team towards a common cause in the organization, how will they replace it? Do they have one or two other passions outside of their business that they could enjoyably and consistently pursue with significant satisfaction? These are some the questions that need to be asked and addressed, and if done, will increase the likelihood of a happy exit.

Exiting a business is probably the single most important decision an owner will make.

Planning for it is critical for maximizing the selling price, ensuring the company’s survival after the owner is gone, and exiting it in the most tax efficient manner – These are all important attributes. But if a business owner does not clearly understand what life will consist of after their exit, and does not embrace it, he or she will likely put off transitioning out. Doing so, could jeopardize the value and survival of the business.

So how does the business owner address the development of their personal vision for life after the exit? A good way to start is working with a skilled exit planning advisor who has the tools available to walk the owner through this planning process. As an exit planning advisor, I have a number of tools and processes that address this area of planning. But generally, a good place to start is to work with the owner and begin to drill down with more specific questions. By the way, it really helps if this is done a number of years before the goal date for the exit.

Here are some of the questions that could be asked during our dialogue:

  • When would you like to be free of day-to-day responsibilities?
  • If funding for your retirement requires selling the company, whether it is done internally or externally, when do you expect to receive the proceeds? What do you think is the company’s current value?
  • If your company was absolutely running the way you wanted it to, what would your job look like? How many days and hours would you work? How many days of vacation would you take? This is a transitioning related question.
  • After you exit your business, what material assets would you desire (home, vacation home, cars, boats, etc.)?
  • Epic travel after the exit – Where do you wish to travel, for what purpose, when and how long? Costs?
  • What would be your ideal monthly income after the exit? Costs to cover essentials, travel, hobbies, sports, charity and community, family, etc.?
  • How would you spend your time after your exit?
  • Speaking of filling their time after the exit, a good exercise is to determine how much time will be filled by all of the desires and causes mentioned above, as well as anything else. Will it equate to a filled week?

As mentioned at the beginning of this article, a business owner’s life, after the exit, needs to be filled with purpose driven causes and activities, and efforts within their passions. There are only so many days that one can go golfing and relaxing. Life will need to be filled other meaningful things in order to have a sustainably happy life after the exit.

Many owners thoroughly enjoy serving in their leadership role within the organization.

  • If so, will it be important to the owner and life satisfying, to continue to exercise and serve in a leadership role after the exit? If so, what are the possibilities?

Other questions to ask –

  • What will truly motivate the owner when they get up in the morning? It could be a community or societal cause or is it building relationships within the family and/or community.
  • Do I want to work on efforts and causes to support and grow my faith?

The other area to consider is the capital that will be needed to accommodate their lifestyle, minus how much capital they have already accumulated outside of the business. This will help determine how much the owner will need from the sale of the business, which then is compared to what the business is currently worth. This will reveal how much the business value will need grow to achieve this, and what is a reasonable amount of time to do so.

Those are some of the basic topics to address for every business owner large and small.

For businesses and estates of larger significance, generating substantial liquid proceeds from the sale of the business will require more attention in relation to preserving the family throughout the generations, and applying the family wealth in a way that helps promote healthy, responsible thriving family members, and helps build their purpose. Not addressing significant family wealth outside of traditional means of inheritance, can set the family up for emotional hardships, lack of motivation, dysfunctions, conflicts, etc. in the generations that follow the business owner.

There are other issues to consider in having a happy business exit. These issues have to do with the nature of the owner’s inner world.

More than four decades of research has demonstrated that successful low to mid-market owners have distinct psychological attributes necessary for fostering their success. Unfortunately, these same attributes often lead to cognitive and emotional leadership struggles owners may not readily or easily identify. However, symptoms of the challenges are often readily identified through the business decisions they do (or do not) make. While a small percentage of owners handle the exit phase of the business exceptionally well, most experience internal struggles along the way, and a few find the struggles impossible to overcome.

Exiting a business is a very significant event for most owners.

Realizing the importance and giving attention to this step in the exit planning process, and doing so well ahead of the actual exit, will help position him or her to have a healthy, meaningful, happy life, after the exit occurs.

Steven Zeller is a Certified Business Exit Planner, Certified Financial Planner, Accredited Investment Fiduciary, and Co-Founder and President of Zeller Kern Wealth Advisors. He advises business owners with developing exit plans, increasing business value, employee retention, executive bonus plans, etc. He can be reached at szeller@zellerkern.com.