May 21, 2025

What can go wrong in your deal? (A lot!)

Learn the most common mistakes buyers make during the underwriting and closing phases of small business acquisitions. From poorly written business plans to working capital disputes, avoid these costly errors and close with confidence.

What can go wrong in your deal? (A lot!)

Common Deal-Breakers in SBA Loan Underwriting and Closing

Small business acquisitions involve complex financing arrangements, and the path from application to closing is fraught with potential obstacles. Understanding the most frequent pitfalls—and how to avoid them—can mean the difference between a successful acquisition and a failed deal.

While there are countless variables that can derail an acquisition, certain mistakes appear repeatedly. By categorizing these challenges into underwriting phase and post-approval/closing phase issues, buyers can proactively address them.

Underwriting Phase Challenges

Weak Business Plans

Many business buyers—particularly those with advanced business education—craft technically sound plans that read more like academic exercises than operational blueprints. SBA lenders want to see how you'll actually run the business, not just financial projections.

Your business plan must demonstrate:

  • Key growth drivers specific to this business
  • A clear organizational structure showing post-acquisition staffing
  • Competitive analysis that reflects market realities
  • Specific value-add strategies you'll implement as the new owner

Lenders are evaluating your ability to execute, not just your financial acumen. Make this explicit in your written plan.

Insufficient Financial Knowledge

SBA underwriters will ask detailed financial questions, and you must be prepared to answer them credibly. If the business you're acquiring has seen revenue decline, you need to explain why. If margins are compressed, you need context.

Consider building your deal team with someone who speaks "lender language"—whether that's an accountant, bookkeeper, or financial advisor. If you lack a finance background, investing time in learning financial statements and accounting basics will pay dividends. Resources like Khan Academy offer accessible overviews to bridge knowledge gaps.

Being caught off-guard on financial fundamentals signals to underwriters that you haven't done your due diligence.

Incomplete Equity Raise

Most SBA lenders won't proceed without a finalized equity raise structure. You must know:

  • Who comprises your ownership group
  • How much equity each investor is contributing
  • The capital stack and timeline for funds availability

While some lenders offer flexibility on timing, having your cap table sorted before submission demonstrates seriousness and accelerates underwriting. Banks view incomplete equity raises as a red flag for deal execution risk.

Misaligned Lease Terms

For businesses operating from leased locations, the lease term must equal or exceed the loan term according to SBA guidelines. A common scenario: the business has a four-year lease remaining, but you're seeking a ten-year SBA 7(a) loan. This mismatch creates lender risk.

Your options:

  • Negotiate a lease renewal or extension with the landlord before closing
  • Seek a shorter loan term (though this increases monthly payments)
  • Find a different property

While lenders may exercise discretion (software companies with remote workforces, for example), don't assume flexibility. Validate lease terms before submitting an LOI and confirm with your SBA lender that the lease structure won't be a problem.

Licensing and Qualification Issues

Service-based businesses—HVAC, plumbing, electrical—often require licenses to operate. If the current owner holds the qualifying license, the transition matters greatly.

Most SBA lending institutions require that someone within the business (other than the seller) can qualify for the license post-closing. Why? If you're buying out the seller completely, you don't want operational dependency on someone who's no longer invested in the business.

The exception: if the seller remains in the ownership group following closing, they may retain the qualifying license.

Post-Approval and Closing Challenges

Landlord Agreement Complications

After receiving underwriting approval, closing still faces obstacles. Securing a landlord agreement is often the most underestimated bottleneck.

Lenders require landlord agreements to:

  1. Confirm the landlord approves the business transfer to the new owner
  2. Grant the lender access to the premises and collateral in case of default

Landlords may drag their feet, negotiate unfavorable terms, or create unexpected complications. This represents a genuine top-five deal-killer in acquisitions.

Pro tip: Begin landlord discussions early—ideally before the LOI stage. Understanding the landlord's concerns and requirements prevents last-minute surprises.

Working Capital and Transition Disputes

Beyond lease and landlord issues, closing can stall over working capital adjustments, inventory valuations, or disagreements about DSCR (debt service coverage ratio) calculations. These typically emerge when the buyer and seller have different interpretations of financial statements or asset values.

Mitigation requires:

  • Clear purchase agreement language on working capital adjustments
  • Independent inventory audits if applicable
  • Seller financing structures that align incentives

Moving Forward with Confidence

Successfully navigating an SBA loan acquisition requires meticulous attention to detail across multiple dimensions. By addressing these common pitfalls proactively—through thorough financial preparation, clear business planning, finalized equity structures, and early landlord engagement—you dramatically increase your odds of closing.

At Cassian, we help business buyers connect with experienced SBA lenders who understand these complexities and can guide you through potential obstacles before they derail your deal. Our marketplace matches your acquisition profile with lenders equipped to navigate the underwriting and closing process efficiently.

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