What to consider if you’re financing the sale of your business

Overview

Financing the sale of your business can be a challenging process. This article outlines what you need to know and consider, helping you make a strategic move. Read on to ensure your business sale goes as smoothly as possible.

Selling your business is one of the most significant financial decisions you’ll make, and how the deal is structured can have lasting implications. Seller financing, where the owner acts as a lender to the buyer, is an increasingly popular option that bridges gaps traditional financing might leave behind. 

In a typical seller-financed deal, the buyer provides an upfront payment (often funded by a loan), and the seller finances the remaining balance. This approach offers sellers the potential for predictable income and tax deferral while allowing buyers to pursue acquisitions they might otherwise be unable to afford. However, this structure is not without its complexities and risks, making careful planning essential.

In this guide, we’ll delve into the benefits of seller financing, strategies for minimizing risks, and the tax considerations every seller should understand to structure a deal that works for them.

Benefits of seller financing

Seller financing isn’t just a workaround for buyers who struggle to secure traditional funding; it’s a strategic approach that can benefit sellers in ways that go beyond the obvious. While it’s widely understood that this method broadens the buyer pool and provides a steady income stream, its real value lies in how effectively the deal aligns with the seller’s financial and tax objectives.

Seller financing can enhance the valuation of your business. Buyers view the flexibility you provide as a premium, particularly in competitive markets or industries where access to capital is constrained. This perceived value can justify a higher sale price, especially when paired with favorable terms that lower the financial barriers for buyers.

Another benefit is the ability to stagger capital gains taxes over time. A lump sum payment often results in a significant tax burden in the year of the sale, potentially pushing the seller into a higher tax bracket. But, financing the sale may allow for tax deferral, with gains recognized incrementally as payments are received. 

Minimizing risks 

Seller financing offers substantial benefits, but it also carries inherent risks that can be greater than those you face as the current business owner. While your business may be running like a well-oiled machine today – possibly because you’ve operated it debt-free or with minimal debt – the buyer’s financial position will be fundamentally different after the sale. The introduction of debt, whether from your financing, a bank loan, or both, reduces their financial flexibility and leaves less margin for error. Unexpected challenges like an economic downturn, operational missteps, or even minor revenue fluctuations could have a greater impact on the buyer’s ability to meet obligations, including payments to you.

As a seller, your financial outcomes depend not only on the strength of the business but also on the buyer’s ability to manage debt and maintain stable operations. Understanding and mitigating these risks requires thorough due diligence, careful deal structuring, and proactive contingency planning.

Understand the buyer’s capacity

A poorly equipped buyer – whether due to lack of experience, insufficient capital, or unrealistic expectations – risks destabilizing the business, jeopardizing both their repayment obligations and your legacy.

Start by conducting thorough due diligence. Review the buyer’s financial statements, credit history, and track record in similar ventures. A strong balance sheet, consistent income, and a manageable debt-to-equity ratio are positive indicators, but no metric can replace a detailed understanding of the buyer’s operational capabilities.

Secure your interests

A well-structured agreement is your first line of defense against financial loss. While repayment terms and interest rates might dominate early negotiations, the real protections lie in the finer details, especially when a bank loan is also part of the deal. Banks typically require a first-position lien on all business assets, leaving sellers in a secondary position. So, establishing liens on business assets may be insufficient to protect your interests if a bank has priority on that collateral. Personal guarantees are one of the best safeguards for mitigating this risk. 

Personal guarantees tie the buyer’s personal assets to the repayment of your loan – creating an enforceable recovery path in the event of default. To make this guarantee meaningful, ensure it is properly documented and enforceable, and verify the buyer’s personal net worth to confirm that it provides meaningful coverage.

It’s also prudent to execute a subordination agreement, which establishes the priority of debts and clearly defines your rights as a creditor relative to other lenders. If the buyer incurs additional debt, a subordination agreement can help protect your position and prevent your interests from being diluted.

Maintain a role in the transition

Remaining involved during the transition can stabilize the business and safeguard your financial interests. Whether through a consulting agreement or as an advisor, your presence helps ensure continuity for employees, customers, and other stakeholders while giving the buyer access to institutional knowledge.

By staying involved, you can monitor key operational metrics and address issues before they escalate. For example, if cash flow is strained or customer retention falters, your expertise can guide the buyer toward solutions that protect the business –  and your future payments.

A gradual handoff reduces the risk of disruptions and ensures the buyer is equipped to take full control. However, if your transaction involves an employment agreement, earnout, or consulting fees, ensure everything is documented and speak with an advisor to ensure there won’t be any tax or financing complications. 

Prepare for the unexpected

Despite careful planning, risks can’t be eliminated entirely, making contingency planning essential. Contracts should include remedies for missed payments, such as penalty clauses or rights to repossess the business or assets, though taking back a struggling business may not always be practical. Requiring the buyer to maintain life or business interruption insurance with you as the beneficiary adds an extra layer of protection against worst-case scenarios, ensuring you’re covered in uncertain circumstances.

The role of seller financing in SBA-financed transactions

Seller financing can play a role in deals involving SBA loans, but it adds complexity. 

Buyers are typically required to provide an equity injection of around 10% of the project cost for an SBA loan. Seller financing may be structured to satisfy part or all of this equity requirement.  

If the seller note is covering the entire equity injection, the SBA typically requires a two-year “full standby” period. During this time, the seller must not receive principal or interest payments, and the note must be subordinated to the SBA loan. Although interest may accrue, the seller cannot collect payments until the standby period ends. 

Alternatively, a “partial standby” arrangement allows the buyer to pay interest on the seller note during the standby period. However, under this option, the seller note can only account for up to 75% of the required equity injection, with the remaining 25% coming from other sources. 

Since these rules can evolve and individual lenders may enforce them differently, it is best to consult with an SBA-approved lender or a qualified advisor for the most up-to-date requirements.

Tax implications 

Taxes are often the largest cost in the sale of a business, and seller-financed deals offer unique opportunities to manage and potentially minimize the tax burden. When a buyer secures a single lump sum (for example, from a bank loan) for the entire sale price, you typically owe capital gains tax in the year of the transaction on the amount received (minus your basis). 

However, if you finance part of the sale, you generally recognize the gain from the financed portion over time. Instead of paying capital gains tax on the entire sale price at once, you can defer some of your tax liability by reporting the gain incrementally as the buyer makes principal payments. The interest portion of these payments is taxed at ordinary income rates. 

A key point is how your basis gets allocated when part of the sale price is paid upfront, and the rest is financed. Your basis can be allocated proportionally between the immediate lump-sum payment and the installment note. Then, you recognize gains from each portion relative to its allocated share of the basis. 

For instance, suppose: 

  • You sell your business for $1 million.

  • The buyer pays you $900,000 at closing (funded by a bank loan).

  • You finance the remaining $100,000 over five years.

  • Your total basis in the business is $200,000. 

In this situation, you allocate your basis proportionally between the $900,000 upfront payment and the $100,000 note. This means you would apply a percentage of your basis to the lump sum – recognizing a capital gain in the year of sale – and reserve the remaining basis for the installment portion. As you receive payments on the note, each payment includes a portion of basis recovery and a portion of gain, allowing you to spread out your taxable gains over the term of the note. 

While this structure can help defer or even reduce your tax liability, properly allocating basis and complying with IRS rules can be complex. Be sure to consult a CPA or tax advisor to develop the best strategy for your specific circumstances and financial goals. 

Beyond the sale: retirement contributions and reinvestment

A seller-financed transaction also provides opportunities to optimize your post-sale financial plan. Contributing sale proceeds to a retirement account, such as an IRA or 401(k), can reduce taxable income in the year of the sale and provide long-term tax-deferred growth. If you remain involved during the transition, you might also take advantage of employer-sponsored retirement plans for additional contributions.

Additionally, if real estate is part of the sale, a 1031 exchange can defer capital gains taxes on the real estate portion of the sale by reinvesting proceeds into qualifying property. This strategy requires strict adherence to IRS rules, including identifying replacement property within 45 days and closing within 180 days, but it can be a highly effective tax strategy.

Maximize value while minimizing risk

Seller financing is more than a payment arrangement – it’s a strategic approach to structuring a business sale that can enhance value and reduce tax burdens. However, its success hinges on thoughtful planning and execution. 

Our team can guide you through the complexities of seller-financed transactions. Contact our office for tailored advice, and we’ll help structure a deal that meets your needs.