KSMC

The Winning LOI Strategy: How Deal Structure Drives Value Beyond Price

What This Means: Letter of Intent (LOI) negotiation involves crafting preliminary agreements that outline key deal terms, conditions, and timelines before formal purchase agreements. LOIs often include unique provisions for earnouts, working capital adjustments, management retention, and seller financing.

The Challenge: These preliminary agreements must balance complexity with speed, often addressing seller financing, management transitions, and earnout structures that differentiate them from larger corporate deals.

Why It Matters: LOI terms can create or destroy millions in value before formal negotiations begin. In middle market context, deal structure often matters more than headline price due to seller tax considerations and growth expectations.

Real Deal Example: Vestar Capital Partners’ Tech24 Investment

Tech24 was named an “Honorable Mention” in Mergers & Acquisitions’ 2024 Middle-Market Deals of the Year, demonstrating exemplary deal structuring. Here’s what made this transaction notable:

In October 2023, Vestar Capital Partners joined HCI Equity Partners and Tech24’s management in a partnership-driven recapitalization of Tech24, the leading U.S. provider of commercial foodservice equipment repair and maintenance.

  • Deal Structure: The transaction exemplified the creative structuring typical of middle market LOIs: it was not a traditional buyout but rather a partnership recapitalization, allowing existing shareholders—including management—to participate alongside the new investor. This reflects management equity rollover, which aligns post-deal incentives for growth.
  • Growth-Linked Terms: The deal supported both organic expansion and a robust M&A pipeline. LOI provisions likely included milestone-driven commitments and strong incentives for further growth—core themes in middle market negotiations.
  • Result: Vestar’s approach was preferred for its partnership focus and track record in sponsor recapitalizations—demonstrating why sellers may select a creative, growth-oriented structure in an LOI over simple headline price offers.

Key Insight: Success in preliminary negotiations depends on understanding seller motivations beyond price maximization – tax efficiency, management continuity, and growth participation often drive final decisions.

Bonus Tip: Industry data suggests earnout success rates improve significantly when tied to seller-controllable metrics (such as company-specific revenue, EBITDA, or operational milestones) rather than broader market conditions.

Discussions welcome: Whether you’re working through a specific transaction or need guidance on structuring the LOI terms, we welcome the opportunity to discuss. We also maintain a comprehensive checklist of essential items to include in Letters of Intent.

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