Family Business Insights
What’s Next? Setting Yourself Up For Success After Selling Your Business

Selling a business and handling the transition to life beyond running a company might and often is the dream of many founders who have worked hard to build their organization. But the transition can be a jolt for those who haven't planned it thoughtfully. What considerations should apply?
Selling a business and figuring out what to do next is a challenge that can be a shock to those who haven’t given the matter much thought. A person who has worked hard to build and run a firm, investing time, emotion and resources into an operation spanning decades, can struggle to adjust once he or she sells the business, or floats it on the stock market. This transition from business to liquid wealth is one of those punctuation points in a person’s life that wealth managers can help.
Consider some context: Figures on the number of firms sold by owners can be hard to pin down, but there are some indicators. For example, a total of 10,312 small businesses changed hands in 2018, according to Small Business Trends (January 27, 2019). In total, there are 30.7 million small businesses in the US (source: Small Business Administration, 2019). In the US, definitions of “small business” can vary by sector. The SBA said that in the third quarter of 2017 – to pick one period of time – there were 226,000 business exits, against 241,000 start-ups. And, given the impact of COVID-19 and other developments, the number of firms changing hands will continue to be substantial.
In this article, Jim Fitts, principal and managing director of business owner services at The Colony Group, a wealth management firm spanning the US, discusses the what's involved. (This publication has interviewed The Colony Group before about its own business model.)
The editors of this news service are pleased to share these views; the usual editorial disclaimers apply. Jump into the debate! Email tom.burroughes@wealthbriefing.com and jackie.bennion@clearviewpublishing.com
When presented with the opportunity of selling their business, many business owners come to realize that they haven’t put much thought into what comes next.
Take the story of a couple who owned a specialty medical device manufacturing company.
They often received inquiries about selling their business but had never been too interested. They had a comfortable lifestyle and enjoyed their work. The business produced great cash flow, the management team was strong, and it ran smoothly without a lot of oversight from them. All of this allowed them to spend more time away. Why sell when things were going well?
However, once they received a serious offer from a larger firm that was far more than they had realized their company was worth, they wondered if indeed it was time.
Unfortunately, the owners were ill-prepared to evaluate the decision to sell. More than any other reason, they had no idea whether the sales price offered was enough to sustain their lifestyle, what other goals were important to them, or what they would do every day without a business to run. The prospect of stepping away from something so close to them into a foreign life was frankly frightening.
This feeling is universal regardless of how much wealth is involved. Every business owner is anxious about what comes after a business sale. Whether it is fears of running out of resources and failing to preserve wealth, or even concerns about maintaining family relationships when contemplating a sale, anxiety about the future can often short-circuit the process, or at least make it an experience to be avoided for as long as possible.
Fortunately, there are key steps you can take to address the various anxieties of a business sale and build confidence about the future and the ability to sustain your chosen lifestyle. They all are rooted in planning, trust, and time.
Define the future
It is the lack of a defined destination that often makes a
business sale most daunting. The business often defines the
owner’s identity and when that is gone, the owner can feel cast
adrift without the business frame of reference to anchor their
sense of self. But what would happen if the future were clear,
their role defined, and their prospects varied and exciting?
Having a destination to move towards replaces the business you
are moving from, altering your mind-set and giving you a future
to plan around. Only with a clear idea of what the future looks
like can you test the assumptions necessary to make it happen.
Determine the costs of the future
The next step is to determine the true cost of that future: what
cash flows will be necessary throughout your life and when they
will occur. In addition to whatever you assume for your annual
lifestyle, this is where larger, deferred goals can be
identified. Examples we have seen include the vacation house or a
new home, the blue water capable catamaran, or the seed money for
a new business that has grown out of a hobby. Being honest about
what you need to be happy will allow your advisors to assist you
in working toward these goals.
Maintain professional counsel
When running your business, you relied on others with different
expertise to handle business elements that were not your
strengths. Taking the future you have planned, and determining
its feasibility, is where a financial and investment advisor fit
in. They will test your plan against all available resources and
recommend strategies that tie most closely with your goals. In
this process you must be the discerning CEO and seek enough
information to be confident in the recommended plan. The key
variable to negotiate is the amount of risk you are willing to
take, but to do that you must have a clear understanding of what
risks are realistic versus those that are exaggerated, and how
those risks may be mitigated. You do have control over how your
wealth is put to work, and the decisions you make in concert with
your advisor’s recommendations will determine what level of
spending is sustainable and how your goals may be realized.
Divide investments to minimize risk
An effective strategy for some is to bifurcate investments into
buckets for different purposes. This allows the business owner to
accept more risk for a portion of their wealth (and thus the
prospect for greater return) because they have a separate and
well-established bucket of low risk, safety assets intended to
sustain them comfortably regardless of what else happens. The
reduction in anxiety this structure provides should not be
underestimated. It can also be a useful bridge between the
initial investment plan adopted shortly after a sale, when
concern about losing hard-won capital is greatest, and an evolved
plan some years later when the owner has more experience with
living off investment performance.
Life post-sale
A final note about having a sense of security post-sale. Security
is not only financial, but it also is tied to identity. In
addition to the financial considerations we have reviewed,
redefining your identity and building a purposeful life is key.
What will be the essential intent of your post-sale life, and is
it well represented in the lifestyle you seek to sustain? This
may take time to come into focus, and the answer may morph into
unexpected directions as you settle into your future. Give
yourself permission and the space to experiment.
Now that you have a glimpse of a thoughtful and tested process, you may wonder what happened to the business owners in this story? That is still a work in process. They did negotiate the sale after confirming that the proceeds were sufficient to meet all their needs but are now in a period of hibernation. They did not take the time to define their post-sale life and as a result are experiencing some loss of purpose. They are finding that travel and golf are not fulfilling and are struggling with what may come next. Still, spring is coming, and they are optimistic about figuring out the future.
About the Author
Jim Fitts, CFP® is a principal and Managing Director of Business
Owner Services at The Colony Group, a wealth and business
management firm managing approximately $13 billion in assets for
clients. He is the co-author of Your Next Adventure: Planning for
Life After the Sale of Your Business and has extensive experience
in assessing personal and business financial positions and
advises family-owned businesses on ownership and management
succession.