Key takeaways
- Negotiate every LOI term as if it's the final deal, because most of them are.
- The exclusivity period limits your leverage, so keep it as short as possible.
- Working capital peg, earnout structure, and escrow holdback belong in the LOI.
- Price protection after the LOI comes from preparation before it, not negotiation during it.
- Get legal counsel before you sign, not after you've already agreed in principle.
In a middle market sale process, the letter of intent, the LOI, is the document that establishes the framework of a transaction. It is submitted by a buyer, negotiated with the seller, and signed before formal diligence begins. It covers the key terms of the deal: purchase price, structure, earnout, exclusivity, and other material conditions.
Most founders treat the LOI as the moment a deal is essentially done. Understanding transaction readiness beforehand changes that calculus entirely. It is not. It is the moment a deal is agreed in principle, subject to the scrutiny of a 60 to 90 day diligence process that can and often does change the effective economics of the transaction.
In lower-middle-market transactions, the gap between LOI headline value and realized closing proceeds averages 8–12%, driven primarily by QoE EBITDA haircuts, working capital adjustments, and earnout structure changes negotiated after exclusivity is granted.
SRS Acquiom's 2024 study found that 43% of transactions experienced at least one post-LOI price reduction, the most common causes being QoE findings (62% of those cases) and working capital shortfalls (31%).
Exclusivity periods in LMM deals averaged 68 days in 2024, and every day of exclusivity is a day the seller cannot generate competitive pressure from alternative buyers.
The LOI establishes the deal framework, it does not guarantee the deal price. Diligence findings, working capital adjustments, and purchase agreement negotiations regularly change total consideration by 5–15% from the LOI headline.
What a letter of intent typically contains
While LOI formats vary by buyer and advisor, the core terms in a middle market LOI are consistent. Purchase price is the headline, typically expressed as a total enterprise value or as a multiple of adjusted EBITDA. Purchase price structure specifies how that consideration is delivered: cash at closing, deferred payments, rollover equity, and earnout components.
Key LOI Terms: What Each One Means for the Seller
Purchase Price
Total enterprise value offered. If expressed as an EBITDA multiple, diligence findings that reduce EBITDA directly reduce effective purchase price.
Earnout
Contingent consideration tied to post-close performance. Evaluate: how are metrics defined? Who controls the inputs? What happens if the buyer changes the operating model?
Working Capital Target
The agreed level of current assets minus liabilities delivered at closing. Targets above ordinary-course operations effectively reduce proceeds, often substantially.
Exclusivity Period
Period during which seller cannot solicit competing offers. Typically 60–90 days. Should be tied to good-faith diligence progress, not just calendar time.
Rollover Equity
Portion of proceeds received as equity in the post-close entity. Requires separate analysis of tax treatment, vesting schedule, and liquidity rights.
Conditions to Close
Regulatory approvals, financing, diligence completion, and third-party consents that must be satisfied before closing.
Which LOI terms are binding and which are not
A critical distinction most founders underappreciate: the LOI is largely non-binding. The real commitment begins in the quality of earnings and diligence process that follows. Purchase price, structure, earnout, and most commercial terms are explicitly non-binding pending completion of diligence and execution of a definitive purchase agreement. The binding provisions are typically limited to exclusivity, confidentiality, and the no-shop restriction.
Signing an LOI is not signing a deal. It is agreeing to let one buyer take the business off the market for 60–90 days while they decide whether the deal they offered is the deal they want to close.
The practical implication: once exclusivity is granted, the seller's negotiating leverage shifts materially toward the buyer. The seller has incurred banking and legal costs, the management team is committed to the process, and buyer alternatives are not immediately available. Diligence findings create negotiating pressure from a structurally weaker position than before signing.
Where value is most commonly lost between LOI and close
The gap between LOI headline value and realized closing proceeds is one of the most underappreciated risks in a middle market transaction. It occurs through several well-understood mechanisms.
Most of these mechanisms are addressable before they become problems, through preparation before the process, careful LOI negotiation, and diligence management during the exclusivity period. The founders who experience the largest gaps between LOI value and realized proceeds are those who treated the LOI as a finish line and stopped negotiating.
How to evaluate an LOI before signing
Before signing, evaluate the full economics of the proposed transaction, not just the headline price. Model the range of realistic closing proceeds under different scenarios: the headline price as offered, a 10–15% EBITDA haircut from QoE findings, a working capital target differing from ordinary-course operations, and an earnout with a range of post-close outcomes.
A $19M commercial cleaning and facilities services business signed an LOI at $11.2M with a $1.8M earnout tied to EBITDA. The seller focused exclusively on the headline and accepted the buyer's standard working capital target and earnout definitions without negotiation. During diligence, the buyer's QoE team applied a working capital target $420K above the seller's trailing 12-month average, a $420K reduction in closing proceeds. The earnout metric was defined using the buyer's accounting policies rather than the seller's historical treatment, which reclassified $160K of owner-adjusted EBITDA. Total value lost between LOI and close: $580K in cash at close plus a narrowed earnout pathway, on a transaction the seller believed was fully priced at signing.
The terms most worth negotiating before signing, not after, are the working capital methodology and scope, earnout metric definitions and control provisions, exclusivity duration and conditions, and the scope of representations the seller is asked to make. These terms are most negotiable before the LOI is signed, because the buyer has no exclusivity yet and the competitive process is still active.
Frequently asked questions
What is a letter of intent in M&A?
An LOI is a document submitted by a buyer that establishes the framework of a proposed transaction, purchase price, structure, earnout, exclusivity, and key conditions. It is largely non-binding on commercial terms but typically includes binding provisions for exclusivity, confidentiality, and no-shop restrictions. Signing an LOI begins the formal diligence period and grants the buyer exclusivity to negotiate without competing offers.
Is a letter of intent binding in M&A?
Most LOI provisions are non-binding, commercial terms (price, structure, earnout, working capital) are explicitly subject to diligence completion and execution of a definitive purchase agreement. The binding provisions are typically limited to exclusivity, confidentiality, and the no-shop restriction. The buyer retains the right to adjust commercial terms based on diligence findings until the definitive agreement is executed.
What happens after a letter of intent is signed?
After the LOI is signed, the buyer enters the exclusivity period and begins formal diligence: financial, legal, operational, and commercial. The seller's team responds to information requests (75–150 questions submitted within the first weeks), conducts management presentations, and negotiates the definitive purchase agreement in parallel with diligence. LOI to close typically takes 60–90 days.
What is a reasonable exclusivity period in an LOI?
Standard exclusivity in middle market LOIs ranges from 60 to 90 days. Sellers should negotiate milestone-linked conditions, extensions should require documented evidence of good-faith diligence progress, not just calendar time.
The 9 most negotiated LOI terms and what each costs to concede
Every term in an LOI has a dollar value. Founders who negotiate LOI terms without modeling their economic consequences consistently accept more risk than they realize. The following comparison covers the nine terms most actively negotiated in middle-market LOIs, and what conceding each one costs.
The terms with the largest economic impact — working capital methodology, earnout metric definition, and rep and warranty scope — are also the terms most buyers present as standard. They are not standard. They are the buyer's preferred starting position. Each is negotiable, and each negotiation is worth more than it appears.
Working capital: the LOI term most founders underestimate
Working capital adjustment is the mechanism through which a buyer ensures the business is delivered with enough operating liquidity to run normally after close. In principle, it is fair. In practice, the definition of normal and the methodology for measuring it are where significant value is transferred from seller to buyer when the LOI is vaguely drafted.
A working capital target $400K above the seller's ordinary-course average is a $400K reduction in cash proceeds at close. This is not a hypothetical — it is the median working capital adjustment shortfall in lower-middle-market transactions where the WC methodology was not specifically agreed at LOI stage (SRS Acquiom 2024).
The most common working capital disputes arise from three sources. First, the definition of what is included in working capital: does the buyer's standard methodology include items the seller's ordinary operations do not normally carry? Second, the measurement period: a trailing 3-month or 6-month average captures seasonal peaks that may not reflect the full-year ordinary-course position. Third, the treatment of deferred revenue: buyers frequently include deferred revenue as a liability in the WC calculation, which can significantly reduce the seller's net WC position even when the business's cash position is healthy.
For a detailed treatment of how to establish an ordinary-course WC baseline and negotiate a fair methodology, see the guide to working capital adjustments in M&A. The key principle: the working capital methodology should be agreed at LOI stage, not deferred to the purchase agreement. By the time the purchase agreement is being drafted, the seller is in exclusivity and the negotiating dynamic has shifted.
What "subject to diligence" really means in an LOI
The phrase "subject to satisfactory completion of due diligence" appears in virtually every LOI. Most founders read it as a formality — the buyer has already evaluated the business, made an offer, and the diligence is just verification. That interpretation is costly.
An LOI is not a commitment to close at the agreed price. It is a commitment to begin a process during which the buyer has both the right and the practical incentive to find reasons to reduce their offer.
Buyers exercise retrade leverage in two primary ways. First, through QoE findings: if the quality of earnings report surfaces EBITDA adjustments the seller did not anticipate, the buyer presents a revised purchase price using the lower adjusted EBITDA as the basis. Second, through diligence findings: if legal, operational, or commercial diligence surfaces material risks the seller did not disclose, the buyer uses those findings to negotiate price reductions, expanded escrow, or additional representations.
The difference between a vague LOI and a tight one is the specificity of its price protection language. A vague LOI defines the price as a multiple of adjusted EBITDA subject to QoE without specifying what constitutes an acceptable QoE variance or how disputes are resolved. A tight LOI defines the EBITDA base used for pricing, the methodology for any QoE adjustment, the threshold below which a price reduction is required, and the process for resolving QoE disputes. Founders should push for this specificity before exclusivity is granted — it is nearly impossible to add after signing.
The LOI to close timeline: what happens in each phase
Understanding the post-LOI timeline reduces management anxiety and improves process execution. Each phase has different requirements and different risks — knowing what is coming allows management to allocate bandwidth and attention appropriately.
LOI to Close: Five Phases
Phase 1: LOI Signing (Day 1)
Exclusivity begins. Buyer notifies their diligence team. Seller notifies management team of process scope. Data room should be substantially pre-populated at this point.
Phase 2: Diligence Launch (Days 1-14)
Buyer submits initial information request list (75–150 items). Buyer's QoE firm begins financial diligence. Seller assigns a process coordinator to manage document production. Management bandwidth is at highest risk in this phase.
Phase 3: Active Diligence (Days 15-60)
Financial, legal, commercial, HR, and operational diligence running in parallel. Management interviews conducted. Site visits scheduled. QoE preliminary findings delivered. This is the phase where most retrading occurs.
Phase 4: Purchase Agreement Negotiation (Days 45-80)
Definitive agreement drafted in parallel with diligence. Working capital methodology finalized. Rep and warranty language negotiated. Indemnification structure agreed. Escrow terms set.
Phase 5: Closing (Days 75-90)
All conditions satisfied. Final working capital calculation established. Funds wired. Transition services agreement (if applicable) signed. Business ownership transferred.
The most common timeline failures are management distraction in Phase 2 (leading to delayed responses that erode buyer confidence), QoE findings surfacing in Phase 3 without preparation (leading to retrade negotiations), and purchase agreement disputes in Phase 4 over terms not specified in the LOI. All three are preventable with LOI-stage negotiation and pre-process preparation.
68 days
Average LMM exclusivity period (SRS Acquiom 2024)
87 days
Median LMM days from LOI to close
22 days faster
Sellers with pre-populated data rooms vs. reactive assemblers
43%
Transactions with at least one post-LOI term change
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