When evaluating a small business for purchase
When evaluating a small business for purchase, buyers typically prioritize financial performance and stability above all else. They want to see consistent revenue streams, healthy profit margins, and clear financial records that demonstrate the business’s ability to generate sustainable income. Buyers scrutinize cash flow patterns, examining whether the business can maintain operations during seasonal fluctuations or economic downturns. They also look for transparent accounting practices and well-documented financial statements that provide confidence in the business’s reported performance. True cash flow is of paramount importance.

Operational efficiency and established systems represent another critical area of buyer interest. Prospective purchasers seek businesses with documented processes, standard operating procedures, and systems that can function without heavy reliance on the current owner. They value businesses where operations are streamlined, employee roles are clearly defined, and customer service standards are consistently maintained. A business that runs smoothly with minimal owner intervention is particularly attractive because it suggests the transition will be less disruptive and the new owner won’t need to rebuild fundamental operational structures.
The strength and loyalty of the customer base significantly influences buyer decisions, as repeat customers provide predictable revenue and reduce marketing costs. Buyers analyze customer retention rates, average transaction values, and the diversity of the customer portfolio to ensure the business isn’t overly dependent on a few major clients. They also examine the business’s reputation in the community, online reviews, and brand recognition. A strong customer base with established relationships often justifies a higher purchase price because it reduces the risk of immediate revenue loss after the transition.
Market position and growth potential round out the key factors buyers consider when evaluating small businesses. They assess the competitive landscape, identifying whether the business has sustainable advantages or unique value propositions that protect it from competition. Buyers look for opportunities to expand the business through new products, services, or markets, while also considering potential threats from industry changes or economic shifts. The business’s location, lease terms, and physical assets also factor into the evaluation, as these elements affect both current operations and future expansion possibilities.
Common Mistakes Small Business Owners Should Avoid When Selling Their Business
Selling a business without proper preparation can lead to disastrous outcomes. Many small business owners make the critical error of failing to organize their financial records before putting their business on the market. Prospective buyers need to see clean, accurate financial statements, tax returns, and documentation of all assets and liabilities. Disorganized or incomplete records immediately raise red flags, suggesting either poor management or an attempt to hide problems. This often results in lower offers, extended due diligence periods, or deals falling through entirely.

Another significant mistake is maintaining complete secrecy around the sale. While discretion is important, and yes, confidentiality is a must to avoid losing employees or customers, failing to inform key employees, key suppliers, or customers at the appropriate time can backfire dramatically. When news inevitably leaks without proper context, it creates uncertainty that can drive away valuable staff and customers. There is a fine line here, which needs to be assessed very carefully. The resulting exodus can rapidly devalue the business and potentially derail the sale. Strategic, controlled disclosure to essential stakeholders, with proper confidentiality agreements in place, builds trust and stability throughout the transition.
Overvaluing the business represents perhaps the most common emotional pitfall for sellers. This is a biggie. Small business owners frequently factor in their years of sacrifice, emotional investment, and future potential when setting an asking price, rather than relying on objective market valuations. This unrealistic pricing strategy drives away qualified buyers who might otherwise have been interested. Sellers who refuse to adjust their expectations often find themselves still running their business years later, dealing with increased competition and declining motivation.
Attempting to handle the entire sale process without professional assistance typically costs business owners significantly more than the fees they hoped to save. Without experienced legal, financial, and brokerage expertise, sellers frequently miss critical tax planning opportunities, sign unfavorable contracts with unreasonable terms, fail to properly vet buyers, or mishandle negotiations. The complexities of business sales require specialized knowledge that most small business owners simply don’t possess, regardless of how successfully they’ve run their companies.
Recasting in Business Brokerage Sales
Financial recasting is a critical process in business brokerage that transforms standard financial statements into documents that more accurately reflect a business’s true earning potential. When selling a business, owners typically run operations to minimize taxable income, resulting in financial statements that understate the company’s actual profitability. Recasting adjusts these statements by adding back owner benefits, one-time expenses, and non-essential costs that wouldn’t be transferred to a new owner.

The recasting process identifies several key adjustments, including owner’s compensation beyond market rate, personal expenses run through the business (vehicles, travel, insurance), one-time extraordinary expenses, and discretionary spending that isn’t essential to operations. By normalizing these figures, potential buyers can see what the business would look like under their ownership. This creates a clearer picture of the company’s Seller’s Discretionary Earnings (SDE) or Earnings Before Interest, Taxes, Depreciation and Amortization (EBITDA) – the metrics most buyers use to determine valuation.
Professional business brokers play an essential role in the recasting process, applying industry standards while maintaining credibility. While the goal is to present the business in its best light, ethical recasting requires documentation and justification for every adjustment. Overly aggressive recasting can damage seller credibility and potentially derail deals when buyers conduct due diligence. The most successful brokers strike a balance between optimizing financial presentation and maintaining transparency.
Ultimately, proper financial recasting serves both buyers and sellers by creating a common financial language for negotiations. For sellers, it helps achieve fair market value by revealing the true cash flow available to new owners. For buyers, it provides standardized financial information that enables apples-to-apples comparisons between acquisition targets. When executed correctly, recasting transforms complex financial data into clear, actionable insights that facilitate smoother transactions and more accurate business valuations.
Four Reasons Small Businesses Sales Fail
One – Small business sales often collapse due to unrealistic valuation expectations. Sellers frequently overestimate their business’s worth, having built it from the ground up and invested years of effort. This emotional attachment leads them to set asking prices significantly higher than market reality. Meanwhile, buyers conduct their own financial analysis and reach much lower valuations. This fundamental disconnect creates an unbridgeable gap in negotiations, with sellers unwilling to “give away” their life’s work and buyers unwilling to overpay for uncertain returns. An owner/seller must be open to outside advice on the ideal asking price.

Two – Poor financial documentation represents another critical deal-breaker. Many small businesses operate with informal accounting practices, incomplete records, or financial statements that don’t fully separate business and personal expenses. Or mysteriously, the business tax returns do not match their real financial performance… When serious buyers conduct due diligence, these inconsistencies raise immediate red flags. Without clear, verifiable financial history demonstrating consistent profitability, buyers cannot accurately assess risk or secure financing, causing them to walk away rather than proceed with incomplete information.
Three – Failure to properly prepare for transition frequently derails otherwise promising deals. Many small businesses are highly dependent on their owners’ personal relationships, specialized knowledge, or individual skills. Without a well-structured transition plan that transfers these intangible assets, buyers recognize they’re essentially purchasing an empty shell. The business value evaporates once the seller departs, taking their customer relationships, vendor connections, and operational expertise with them. Smart buyers recognize this dependency risk and back out when they realize the business cannot function without its original owner.
Four – unexpected issues discovered during due diligence often torpedo transactions in their final stages. These might include undisclosed liabilities, pending litigation, deteriorating customer relationships, or compliance problems. Even seemingly minor issues like equipment needing replacement or key employees planning to leave (this is why confidentiality is so critical) can dramatically alter the business’s value proposition. These late discoveries not only impact the financial calculations but also severely damage trust between parties. Once buyers begin questioning what else might be hidden, the psychological foundation for completing the transaction crumbles, and the deal collapses.
Preparing your business for sale
The time has arrived to sell your business. As you start the process of figuring out what exactly might be needed in order to advertise the sale, you realize that getting the proper and relevant support is quite important. In this segment, we will go with the premise that you will use a business broker to help you list the business, rather than doing it on your own.
Some obvious things to keep in mind: selling an underperforming business is never a good thing. Any average buyer will shy away from a business that is losing money. Typically these kinds of transactions become an asset sale, where the seller simply disposes of the assets in the business, tangible and intangible, that have value.

Next, the financials for at least the last three years showing steady profit need to be ready. Plenty of buyers walk away because the seller’s CPA is too busy to produce updated reports. You, the seller, need to be prepared to explain dips in profit, external factors, family issues, anything that potentially will not affect the buyer in the future.
If there are two or more owners, there must be a full consensus that the business will be sold. If husband and wife own the business, there has to be full agreement that the business will sell (50/50 ownerships in C or S corporations or 50/50 partnerships in LLC’s, as an example). The business broker working on behalf of the seller would know to acquire a written document that specifies authorization for the sale.
More fairly obvious things… the business premises must be clean, organized, sharp, ready for any unexpected or expected visit from a prospective buyer. Few people would be willing to buy a messy company.
Regarding the asking price: tons of owners set an asking price in their head based on various personal factors. While there are lots of issues to consider when performing a valuation, the main one is financial performance. There are several ways to come up with a price, a range, typically driven by comparisons in the market, or income-driven formulas, or even the replacement cost of the enterprise. Additionally, there are industry multiples used by many business brokers, usually applied in the beginning of the process to get an idea of the price. But if an owner is set on a particular amount and a business broker agrees to market it that way in order to just get the assignment, it will be a very difficult sale. Numbers talk and drive the process – the rest can increase or decrease the ideal price (location, longevity, clientele, contracts and more).
When it is time to negotiate, a business broker is very handy. The last thing you want as a seller is to negotiate back and forth directly with a buyer. Plenty of room for potential friction.
In most situations, a business broker needs to prepare a recasting sheet, which shows the actual profit of the business after personal owner expenses are factored out of the financials – as an example, owner’s payroll might be much higher than normal industry standards, so the potential buyer would actually show more profit if the business were purchased and a more ‘normal’ lower payroll is paid.
Marketing materials, copywriting, advertising venues and such have to be professionally prepared and chosen. A business broker will assume the burden of all these tasks, which would be too cumbersome for a seller to perform while also running the business at the same time.
The seller must be prepared to offer some reasonable training to the buyer – the more helpful and engaging the seller is, in order to make it as easy as possible for the buyer to assume the business, the better. When the seller makes the decision to work with a business broker, ideally everything that should be expected needs to be addressed and understood from the very beginning.
Buy a business or start a new business?
So you want to be your own boss. I have adapted this segment from the IBBA (International Business Brokers Association). There are advantages and disadvantages to both buying and starting a business. With careful analysis, you can learn what many seasoned entrepreneurs have discovered…the risk-to-reward ratio is tipped in your favor when you purchase an existing business. Starting a business of your own can pay great dividends, but the risks involved are significant.

Most start-up businesses will falter and eventually die. According to Michael Gerber, author of The E-Myth Revisited, 40 percent of new businesses fail in the first year and 80 percent fail within five years. On the other hand, purchasing an existing business reduces an entrepreneur’s risk while creating opportunities for tremendous profit. There are a number of reasons to consider purchasing an existing business rather than starting one:
- Proven Concept. Buying an established business is less risky – as a buyer you already know the process or concept works. Financing a purchase is often easier than securing funding for a start-up business for that very reason—the business has a track record.
- Brand. You’re buying a brand name. The on-going benefits of any marketing or networking the prior owner has done will be transferred to you. When you have an established name in the community, it is easier to attract new clients than with an unproven start up. Sometimes there is a need to change the name, but that is another issue.
- Relationships. With the purchase of an existing business, you will also be buying an existing customer base and vendor base that took years to build. It’s very common for the seller to stay on and transition with the business for a negotiated amount of time to transfer those relationships to the buyer and for training in general.
- Focus. When you buy a business, you can start working immediately and focus on improving and growing the business immediately. The seller has already laid the foundation and taken care of the time-consuming, tedious start up work. Starting a new business means spending a lot of time and money on basic items like computers, telephones, furniture and policies that do not generate cash flow.
- People. In an acquisition, one of the most valuable and important assets you are buying is the people. It took the seller time to find those employees, develop them and assimilate them into the company culture. With the right team in place, just about anything is possible and you will have an easier time implementing growth strategies. Plus, with trained people in place you will have more liberty to take vacation, spend time with family, or work on other business ventures. When
start-up owners and independent contractors go on vacation, the business goes too.
- Cash Flow. Typically, the sale is structured so you can cover the debt service, take a reasonable salary, and have some left over to take the business to the next level. Startup owners, on the other hand, often “starve” at first. Some experts say start-ups aren’t expected to make money for the first three years.
- Risk. Even with all these advantages, some entrepreneurs believe it is cheaper, and therefore less risky, to start a business than to buy one. But risk is relative. A buyer may pay $1 million, for example, for an established business with strong cash flows of approximately $200,000 to $300,000. A lending institution funds the transaction because historical revenues show the cash flow can support the purchase price. For many people, however, that is far less risky than taking out a $300,000 loan with an unproven concept and projections that may or may not be realized.
Regardless of what path you choose, the idea of being in charge of your own destiny is always appealing. Risk is always involved. As long as proper due diligence is exercised when considering the purchase of a business, a potential buyer has a viable edge over the concept of starting from zero.
What could possibly go wrong?
True story… after several months spent by a business broker helping a business owner sell his business, a viable buyer surfaced with pre-approved funds and a serious offer to purchase the enterprise. Several weeks were spent in the due diligence process, and while the buyer actually discovered some troublesome issues, they were not sufficiently significant to sink the deal. Everyone was reasonably happy with the terms and the proposed closing date.

The buyer had extended a written contract offer with a specific deadline for the seller to respond. The business was owned by a husband and wife, and all the negotiations had been handled by the husband. Three hours before the contract was due to be executed to confirm the purchase, after the husband had signed the contract electronically accepting the agreed-to terms, the business broker received a text from the wife. She stated that she had changed her mind, she did not want to sell the business.
The husband confirmed that yes, his wife had changed her mind. After the broker got over the shock, anger and acceptance of the situation, he informed the sellers that the decision not to sell at this stage constituted a breach of the listing agreement, which implied that the sellers would have to pay the brokerage firm a significant amount of money. What ensued was a bit messy, as the sellers then tried to change the terms of the sale in order to avoid having to pay the large sum to the brokerage firm.
No one likes litigation. At the end of the day, the business brokerage owner and the business broker who endured the indignity of the business deal go haywire at the 11th hour, simply decided to allow for the cancelation of the listing agreement (several months still remained on it) and move beyond the whole issue.
And the moral of the story? Well, this is a bit of an extreme situation – but it highlights the need for the sellers to be transparent about the intention to sell, and it places the responsibility of performing “sellers’ due diligence” on the business broker. Complete trust between the seller(s) and the business broker must be established from the get-go, and the facts surrounding the sale must be confirmed from time to time by the business broker. In the case described above, a big red flag was the minimal border line non- participation by the wife in the negotiations.
If you decide to sell your business, make sure it is a solid decision – it should never be a tentative step to see what potential offers might come in. The sale process represents a significant amount of time and money spent by the stakeholders, which should not be minimized or disrespected.
Selling a company is like selling a house
Well, selling a company is much more complex than selling a house. A successful business sale usually requires a great deal of pre-planning. It may take one to three years to drive sales, develop key staff, document operations and control expenses. The average house will sell in less than four months, while the average business sale takes nine months to a year, sometimes a couple of years.

Most business owners realize intuitively that there is more to the process of selling their business. Time is a key issue, in the sense that the many of the steps required before the business can be officially offered for sale are sometimes time consuming, a bit complex, or occasionally just difficult. As an example, some time back, I was excited to get a new restaurant listing with a great location, cash flow and volume, as well as an outstanding reputation. Everything looked wonderful for a successful sale.
But… for any business to be sold, showing its financial performance is a basic requirement. Meaning, the presence of Profit & Loss statements, Balance Sheets, Tax return records, Cash Flow statements and more. In the case of this particular restaurant, the financial records were a mess. The owner mingled cash between the restaurant operation and a couple of other businesses he had. Nothing made sense. If the business, regardless of its current success, is unable to show reliable and proper financials, it will not sell. Period.
And of course there is more. The business needs to be valued correctly, and confidentiality is typically a big issue (because you do not want employees or vendors to get spooked if they find out you are selling), and it is far more efficient and professional to have a third party (a business broker) representing you, helping you when it comes to this type of transaction.
Yes, the process of selling your business is far more complex than selling your house. However, getting the right support and information is similar to any other large project you might undertake. It becomes a project management task. And it is very doable.
The sensitive subject of financials when selling your small business
If you have decided to sell your business and eventually get to the stage where a prospective buyer is interested enough to start the due diligence process, the financial performance of the company comes to center stage. Aside from the myriad components of a successful sale, the Profit and Loss report, the Balance Sheet report, cash flow and metrics specific to the business will make or break the deal. It does not matter if the business is otherwise very attractive, or the location is great or the product or service is hot in the present market. The numbers are everything. The numbers must make sense and they must be verifiable, since they provide the basis to a potential buyer of a viable successful purchase going forward.

Business financials: you are not thinking about selling yet
More often than not, a small business owner dedicates most of his/her daily time to running the operation. And as important as it is, keeping up with financial performance is relegated to the end of things to do – and unfortunately, too many owners simply loathe that chore. With a few exceptions, owners will work on financials when the time comes for tax filings, because… well, they have no choice. Some owners have a business budget, some do not. The classic approach to daily operations is of course to keep the expenses down and the profit up. When it comes to tax time, the thinking is more along the lines of showing as much expenses as possible to minimize taxable income. This is a general statement; it most certainly does not apply to you.
Business financials: you are considering a sale
Now you are considering the sale of your business. And among the many things you have to gather in order to prepare the business for a sale, the most important is to have at a minimum (usually) three years of business tax returns and Year-To-Date Profit & Loss statements. Not surprisingly, prospective buyers are interested in buying businesses that make money. Virtually no one (except in the world of asset sales) is interested in a company that has a poor financial record.
Prove it
You get the idea. Any diligent buyer will request financials that can be proven to be accurate. Financial reports can be confirmed by bank statements, credit card merchant statements, deposit records and whatever else might be relevant. More business deals have failed at the last minute because discrepancies in the financials cannot be reconciled.
A comment about recasting
Recasting refers to the process where a tax return or a Profit & Loss statement is adjusted for personal expenses that show as a business expense, or where an expense might not be applicable (owner’s payroll or relatives in payroll are fairly common.)
Bottom line, there is a way to present the financials accurately to show true numbers even if some personal and business expenses are listed in the reports. Recasting is by itself a whole subject to discuss; I will address it in a later blog.
So… You want to Buy a Business
Why do you want to buy a business?
There are as many reasons to buy a business as there are people. Perhaps you are working for a company but have dreams of being your own boss. Maybe you came into some significant money and somehow you determined that owning an enterprise is more appealing to you than the stock market or real estate, or something else. You might own a business already, and it is time to branch out. Or quite simply, you always wanted to be an entrepreneur and the time has come to go for it. Regardless of the reason, it would not make sense to go forward on a project of this magnitude without doing relevant research, strategizing, planning and looking at as many variables as possible. You have to do your homework. However, a word of caution: seldom, if ever, you will have everything arranged in such a way that it represents the perfect time to go ahead with these plans. By definition, entrepreneurship goes hand in hand with risk. If you are totally averse to risk, owning a business is not for you. You can prepare yourself in the best way possible, but if you go overboard with planning and research, it will likely not happen. Who knows how many dreams have been dashed by vacillation…
So, let’s address some basics:
First, You.

Skills, Interests, Background: Surely you agree that whatever you choose to do must align as much as possible with your skills, your interests and ideally, your passions. This is a foundational step.
Financial Assessment: Do you have the proper funds? Do you have enough not just to buy the company but also to run it for a reasonable amount of time? Is there enough cash for emergencies?
The Risk Issue: As mentioned above, you must be willing to deal with risk, including the thought that everything might go wrong and you lose your investment altogether; not only does this needs to be contemplated, but obviously how to manage the unpredictable to ensure it does not happen is crucial.
Next, Market Research
Industry Status: Find out as much as you can about the industry you are considering. Pros and cons, challenges, opportunities, what people in the industry say about it.
Market Demand: Can you confirm without a doubt that in fact there is a need or a demand for the service or product you are thinking about?
Competition: It is not often, if ever, that you find a business where there is no competition. You might not need to go crazy with this, but certainly understand who is out there, determine if there is room for your business and make sure you are at ease with the decision.
What Business to Choose?
The hard way: Do your own research, get involved in networking, ask around, identify where business listings are found.
The professional (presumably easier) way: Quite the self serving statement here, but just find a business broker who can help you with the business search, the due diligence including the financial component, negotiations, closing, the whole thing.
Due Diligence
The financials: A complete financial analysis is needed. There is no getting around this. You must understand P & L’s, Cash Flow, Balance Sheets, tax returns… and not everyone is good at this. So again, a business broker is highly recommended.
Legal Compliance: Is the business compliant with relevant legal requirements?
Customers: Confirm the customer base, customer demographics, consistency.
Operations: A clear understanding of vendors, supply chain, inventory, staff and management is definitely required.
Assets: Determine if fixtures and equipment are in good condition; is their remaining life span acceptable to you?
A comment on real estate and leases: Many businesses are offered with real estate, others require that a new lease be signed or transferred. This is a whole other issue where the support and guidance of a professional is very helpful – typically you would know ahead of time if you want to purchase the real estate offered. Due diligence on the potential new landlord is very much advised. This is a different conversation.
Valuation:
Is the business worth the asking price? Most business brokers are quite capable of performing a basic valuation for small and medium sized businesses. And in most cases, it is relatively easy and practical to determine if the asking price makes sense. If you are considering a larger enterprise, hiring a professional valuation company might be worth it.
Negotiation:
Making an offer: Realistically, the only way to make a proper or significant offer is after the due diligence and valuation assessments have been completed. The more information you have, the better.
Most business purchase transactions involve third party financing or seller financing. It is essential that you are familiar with pricing strategy, payment terms, benchmarks and contingencies. Buying a business is sometimes a long term or a life commitment, so limiting emotional buying might be helpful (unlike buying that awesome car you just have to have…).
To close, there is more, much more, but it might need to be included in a different blog. We need to attend to purchase agreements, self financing, business loans, investors, nuances of seller financing, the closing process, transition plans, staff retention, training – and what happens after. You get the idea.
Buying a business is a complex process that requires careful planning, thorough research, and professional advice. By following these steps and conducting proper due diligence, you can increase your chances of making a successful and profitable acquisition.



