M&A Due Diligence Checklist Every Coral Gables Business Should Follow

Due diligence failures do not usually kill deals at signing. They destroy them quietly after closing. The transaction closes, money changes hands, and only then do hidden liabilities surface — litigation exposure, unenforceable contracts, tax problems, or regulatory violations that were never priced into the deal.

In Coral Gables, where mergers and acquisitions frequently involve privately held companies, professional practices, and founder-led businesses, due diligence is often rushed or treated as a formality. That approach guarantees surprises. Legal diligence must be systematic, skeptical, and comprehensive.

What follows is not an academic checklist. It is a practical framework that separates disciplined transactions from expensive regret.

Corporate Records: Confirm the Business Actually Exists as Represented

Due diligence starts with confirming the legal identity and authority of the business being sold. This step sounds basic — and is routinely botched.

A business lawyer reviews:

  • Articles of incorporation or organization
  • Bylaws, operating agreements, and amendments
  • Ownership structure and equity issuances
  • Board and shareholder approvals
  • Outstanding options, warrants, or conversion rights

Missing approvals, undocumented ownership transfers, or informal equity arrangements create immediate deal risk. If the seller does not have authority to sell, nothing else matters.

Contracts: Determine What Actually Transfers — and What Does Not

Contracts are where deal value either survives or evaporates. Buyers often assume customer agreements, leases, and vendor contracts will transfer automatically. That assumption is frequently wrong.

Legal diligence examines:

  • Change-of-control and assignment restrictions
  • Termination rights and notice requirements
  • Pricing escalators and penalty clauses
  • Exclusivity and non-compete obligations
  • Long-term commitments and minimum purchase requirements

A Coral Gables business lawyer identifies contracts that require third-party consent, terminate upon sale, or impose obligations that outlive closing. These findings directly affect valuation and deal structure.

Intellectual Property: Verify Ownership, Not Assumptions

Intellectual property is often the most valuable — and most misunderstood — asset in an SMB transaction. Many businesses assume they “own” their IP simply because they paid for it.

Legal diligence confirms:

  • Trademark registrations and ownership
  • Copyright assignments from employees and contractors
  • Software licensing terms and restrictions
  • Open-source usage and compliance
  • IP-related disputes or infringement claims

If IP was created by contractors without assignment agreements, ownership may not exist. Buyers who fail to verify this inherit operational risk and legal exposure.

Employment and Independent Contractor Review: Exposure Hides Here

Employment practices are a frequent source of post-closing liability. Misclassification, wage violations, and unenforceable restrictive covenants are common in small and mid-size businesses.

Due diligence covers:

  • Employee and contractor agreements
  • Compensation structures and bonus plans
  • Compliance with wage and hour laws
  • Non-compete and non-solicitation enforceability
  • Benefit plans and accrued obligations

A business lawyer identifies whether employment risk should be carved out, priced in, or addressed before closing. Ignoring this category is a mistake that compounds quickly.

Litigation and Disputes: Known Problems and Hidden Threats

Pending litigation is obvious. Threatened or dormant disputes are more dangerous.

Legal diligence includes:

  • Active lawsuits and administrative proceedings
  • Demand letters and unresolved claims
  • Settlement agreements and ongoing obligations
  • Insurance coverage and exclusions

Buyers inherit litigation exposure unless explicitly addressed. Sellers remain liable if representations are inaccurate. This category demands precision, not optimism.

Regulatory Compliance: The Silent Deal Killer

Regulatory exposure often surfaces late — when there is little time to fix it. Licensed businesses, regulated industries, and real estate-heavy operations face layered compliance obligations.

Due diligence reviews:

  • Professional licenses and permits
  • Zoning and land-use compliance
  • Industry-specific regulations
  • Environmental issues, if applicable
  • Prior regulatory actions or audits

Failure to confirm compliance can delay or void the transaction entirely. Regulatory diligence is not optional — even for mid-market deals.

Tax and Financial Cross-Checks: Legal and Financial Must Align

Legal diligence does not replace financial diligence, but the two must align. Tax exposure, unpaid liabilities, and structural inefficiencies often sit at the intersection.

A business lawyer coordinates with financial advisors to confirm:

  • Tax filings and compliance status
  • Sales and payroll tax exposure
  • Entity structure efficiency
  • Liens or encumbrances

Disconnects between legal and financial diligence are where major problems hide.

Due Diligence Findings Must Drive Negotiation

The purpose of due diligence is not documentation. It is leverage.

Findings inform:

  • Purchase price adjustments
  • Escrow and holdback amounts
  • Indemnification carve-outs
  • Pre-closing remediation requirements

If diligence does not change deal terms, it was not done properly.

Bottom Line

Due diligence is not about checking boxes. It is about preventing post-closing surprises that destroy value and relationships.

Coral Gables businesses that treat due diligence casually discover too late that skipped steps carry permanent consequences. Legal diligence done properly protects both buyers and sellers by forcing reality into the transaction before it is too expensive to fix.

Skipping steps does not save time. It guarantees regret.

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