Determining When to Sell

Determining When to Sell Timing is everything A business owner can spend his entire career developing a business

Determining When to Sell

Timing is everything

A business owner can spend his entire career developing a business until it becomes his “baby.”  Selling can be the most difficult and emotional decision a business owner will ever make.  It is filled with emotions similar to sending a child off to college or giving a daughter away at her wedding.

The timing and reasoning for selling must be right.

The reason for selling will also be a paramount issue for a prospective buyer.  A buyer needs to be assured that the reason for selling is not due to negative factors such as problems in the industry, increased competition, or employee problems.

We have had many owners tell us they are waiting for the best time to sell.  The problem is that no one can ever predict when that time will be unless they have a crystal ball and can predict the future.  Fortunately, the best time to sell can be determined by a common set of factors, which we have listed below.


Burnout / Boredom

If you have lost your passion for the business, hate to go to the office, and cannot wait to leave, then you should re-read this book and begin formulating an exit plan.  Burnout and boredom are the most common reasons for

an owner selling his business.  Many businesses that have flattened sales for two or three consecutive years are symptomatic of an owner that could work harder to drive the business upward but has lost the passion to do so. If sales have flattened or started to decline, then it is a good bet that there has been some deterioration of employee morale, customer service, and/ or supplier relations.

If you experience burnout, one of the worst things that can be done is to hold on to the business and continue to produce years of declining sales.  Declining sales will ultimately have a negative effect on sale price, when or if you do decide to sell. A savvy buyer will realize that an additional capital injection and significant effort will have to be utilized before this type of situation can be turned around. The main lesson in this scenario is that the best time to sell is when an owner is able to detect his burnout in the early stages.


Retirement (age)

At some point in life, the time comes to reap the benefits of years of hard work.  This is another common reason for sale in the industry.  From a buyer’s perspective, this is the most justifiable reason for sale, which creates a comfort level when analyzing a business.  If the owner does not have a family member to pass the business to,

he is faced with the prospect of selling.  It is necessary to give a prospective buyer the right reason for selling. Listing retirement at age 40 is not an acceptable reason to sell for most buyers.  Conversely, a business owner retiring at age 50+ who has been in the business most of his life is an excellent reason for selling from a buyer’s perspective.



 Health is a very unfortunate reason for selling, since it is usually out of the control of a business owner.  Often, the sale has to be quick because of a decline in sales and a void of top decision making due to less time being spent at the business by the owner.  On the other hand, a prospective buyer will feel more comfortable with this scenario.  Structuring a deal for a quick sale due to the owner’s health does not have to be for a lower price.  A seller can set up a low down payment and longer owner note which will keep the sale price at the highest justifiable level, while getting the owner out quickly.

You should be leery of potential buyers that attempt to get a bargain, because of a seller’s vulnerable position. If there is an opportune time to hire the most capable business broker to assist in the sale process, this is it. So, the next step is to hire the very best support team available and use their advice.


Economic factors

In addition to being ready to sell and having a solid profitable business, the economic marketplace must have its “stars” aligned in order for it to be a good time to sell.  As you are aware, a business cannot be run in a vacuum, therefore external forces not only affect the growth of a business, but also its salability. An ideal scenario to sell is when there is a strong economic environment of low interest rates, a growing stock market, a strong dollar, low inflation, low taxes, and a solid availability of capital. It is always a good idea to keep up with economic trends.  While a bad economic setting does not help a sale, a good, profitable business will sell under most economic conditions: good or bad.


Lack of operating capital / Need for growth capital

If it were not for capital concerns, many business owners might never sell.  There comes a point when the continued worry of funding accounts receivable, payroll, or the rent will push a business owner over the edge. A business can actually become harder to handle financially with increasing sales, even though there is more money generated by the business.

There is also the dilemma of growing a business to its maximum point and not being able to go beyond it due to a lack of funding or managerial ability.  You say to yourself, “If I just had some more capital I could do X,Y

and Z and double the business.”  Many owners that we have represented have reached a comfort level in their operations and do not want or feel comfortable with investing more capital to get the business to the next level. This is similar to burnout and many times the business will flatten out due to a lack of motivation.  The salability will suffer as well as the sale price.


Industry overview

To know the future of an industry, it helps if you have a crystal ball handy. If the industry is heading in a bad direction, it is wise to evaluate the options.  It would be unwise to suggest that every time an industry dip or change occurs that an owner should think about selling, but a management style that has proven successful in one climate may be challenged in another.

It’s amazing how infrequently successful business owners keep up with their own industry.  The most common response is “I can’t do anything about it, so why worry?”  The more aware an owner is of upcoming changes in his industry, the more prepared he will be in evaluating his options.  The most successful sellers we have represented were usually the best informed regarding their industry and economic setting.  Informed sellers regularly attend local Chamber of Commerce meetings, annual industry conventions, read trade publications, etc.  These owners can talk on an informed basis about both economic and industry trends and make it procedural to understand quarterly changes in their income statements and balance sheets.  The more informed you are, the better off you will be when the time comes to sell.


Employee stability

Employees are most company’s key assets, so make sure to have a solid team in place before you begin marketing your business.  It does not matter significantly if a low level employee is lost, but once you lose a key salesperson or operation manger you will start raising eyebrows during marketing.  Employees will not always be with you, therefore the best time to sell is when key positions have been stable for the past few years.

Nothing scares off good buyers more than key employees recently departing to the ranks of the competition.  If selling is a near option it is a good idea to firm up relationships with key employees.


Sales / Cash flow

We will discuss the importance of cash flow in more detail in a subsequent chapter.  It might not be an overstatement to say that in buying and selling small businesses, “Cash flow is everything.”  The main scenarios when cash flow is not “everything” is when the assets are the only value of the company or if a competitor is

just looking at you clientele. If cash flow has stared to slide and you are thinking about selling, then there is some serious work to do.  A Band-Aid will not work, rather you will need to get to the heart of the problem and get it handled.

When analyzing a business, prospective buyers and lenders key in on even the slightest slip in annual revenue and cash flow.  Even an annual dip as small as 2% will cause a buyer and lender to start wondering if there are significant problems in the business.  We have sold businesses with a drop in sales in two and three consecutive years, but the final negotiated sale price suffered as a result.



Vantarakis, Alexander and Whitehurst, William.  EXIT.

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