The Complete Guide to Business Acquisition Deal Structuring
How a deal is structured often matters more than the price. Two buyers who agree to the same $2M purchase price can end up with dramatically different economic outcomes depending on how the seller note is structured, what the working capital peg is set at, whether the earnout is based on measurable metrics, and what happens when the seller's representations turn out to be inaccurate. Deal structuring is the set of decisions that determine what you're actually paying, when you're paying it, and what protections you have.
This guide covers the complete deal structuring framework for acquisition buyers — from the foundational asset/stock choice through closing mechanics.
The Foundational Decision: Asset vs. Stock Purchase
Every business acquisition starts with the same structural question: are you buying the business's assets, or are you buying the company itself?
Asset purchases (the standard for SBA-financed acquisitions) involve forming a new entity that acquires specific assets of the target — equipment, inventory, intellectual property, customer relationships, goodwill, contracts. The seller's original entity remains in place to wind down after closing. You get a clean slate, a stepped-up tax basis in acquired assets, and no exposure to pre-closing liabilities beyond what you explicitly assume.
Tax advantage for buyers: you can depreciate acquired assets at their fair market value at closing. Goodwill (typically the majority of the purchase price in service or digital businesses) amortizes over 15 years under Section 197. On a $2M deal with $1.6M allocated to goodwill, that's $107K in annual amortization deductions for 15 years.
Stock purchases involve buying the seller's ownership interest in the existing entity. The entity, with all its assets and liabilities, transfers to you. Contracts and licenses remain in place without requiring assignment. But you also inherit every undisclosed liability, every pending dispute, and every pre-closing tax exposure embedded in the entity.
Stock purchases are more tax-efficient for sellers — they typically get capital gains treatment on their entire proceeds rather than the ordinary income that often applies to portions of asset sales. This difference creates predictable seller preference for stock structure and predictable buyer preference for asset structure. The gap is often bridged by a price adjustment to compensate the seller for their additional tax cost.
SBA 7(a) financing essentially requires asset purchase structure. The program requires the acquiring entity to be a new entity, and SBA lenders are not comfortable with the undisclosed liability exposure that stock purchases carry.
For Capital Access-range deals above $5M, stock purchases are more common — particularly when the target holds contracts or licenses that don't easily assign, or when parties negotiate with a Section 338(h)(10) election that gives the buyer asset-purchase tax treatment within a stock-purchase legal structure. See Acquisition Deal Structures 101.
Purchase Price Components
The "purchase price" is rarely a single number. It has several components:
Cash at close is paid from acquisition loan proceeds and buyer equity at closing — the certain, immediate payment the seller receives on closing day.
Seller note is financing the seller extends as part of the deal. Two forms are common:
- Full standby seller note: No principal or interest payments for the life of the SBA loan (typically 10 years). This structure allows the note to count toward the buyer's 10% SBA equity injection requirement — up to 5% of purchase price. Sellers deferring receipt of this portion for a decade is a real concession, but it often enables deals when buyer equity is limited.
- Amortizing subordinated seller note: Regular principal and interest payments, subordinated to the SBA loan. Counts as additional deal financing (not equity injection) and is included in DSCR analysis.
Earnout is a contingent payment tied to future business performance. Used when buyer and seller can't agree on valuation based on historical performance — the seller believes revenue will continue growing, the buyer isn't certain. The seller gets the higher price if performance materializes; the buyer pays the lower price if it doesn't.
Earnout mechanics require careful drafting. The metrics must be specific (gross revenue, EBITDA, customer retention rate), the measurement period defined (typically 12–24 months), and the payment formula explicit. Earnouts based on vague metrics like "business performance" create disputes. Earnouts tied to specific, measurable outcomes are defensible. See Earnouts in Acquisition Deals.
Rollover equity involves the seller retaining a small ownership stake (typically 10%–30%) post-close rather than receiving full cash proceeds. Creates alignment between buyer and seller during transition, and is commonly used in Capital Access-range deals where the seller's ongoing involvement is material to business continuity.
The Working Capital Peg
The working capital peg is one of the most consistently misunderstood — and most frequently disputed — elements of acquisition deal structure.
The purchase price is typically quoted on a "cash-free, debt-free" basis: the seller keeps cash and pays off existing debt (see Debt-Free Cash-Free Explained). But the business needs some net working capital — current assets minus current liabilities — to operate from day one. The working capital peg establishes how much net working capital the seller must deliver at closing.
The standard mechanism: the LOI specifies a target working capital level (usually trailing twelve-month average of monthly working capital). After close, actual working capital is calculated. If above the target, purchase price adjusts up; if below, it adjusts down. This "true-up" typically occurs 60–90 days post-close.
Where disputes arise: the calculation methodology. What's included in "current assets"? Is cash excluded? How is deferred revenue treated? Does inventory use landed or FOB cost? LOIs that say "normalized working capital" without specifying the calculation method set up closing-table arguments that consume weeks.
Best practice: agree on a specific working capital definition in the LOI, with examples of included and excluded line items. A half-page working capital schedule attached to the LOI prevents most disputes. See Working Capital Adjustments at Close.
Representations, Warranties, and Indemnification
The representations and warranties section of the purchase agreement is where the seller formally commits to what they're selling. The indemnification section is what happens when those commitments turn out to be incorrect.
Representations cover the material facts: accuracy of financial statements, absence of undisclosed liabilities, validity of material contracts, IP ownership status, absence of pending litigation. Buyers should push for broad, specific representations — not "to seller's knowledge" qualifications on fundamental facts like financial statement accuracy.
Survival period determines how long after closing the representations remain actionable. Sellers push for 12 months; buyers should target 18–24 months for general business representations (problems often surface in months 12–18), 6–7 years for tax representations, and indefinite for fundamental representations like authority and title.
Indemnification cap: Maximum total indemnification the seller is obligated to pay. Standard caps run 10%–15% of purchase price for general business representations, with higher or uncapped protection for fundamental representations (fraud, clear title, authorization).
Basket: The threshold below which claims don't trigger indemnification. Standard baskets are 0.5%–1.0% of purchase price. Tipping baskets (crossing the threshold covers all claims retroactively) are more buyer-favorable than deductibles (only the amount above the threshold is covered).
Escrow holdback: The practical mechanism that makes indemnification meaningful. 5%–15% of purchase price held in escrow for 12–18 months is the secured source for claims. Without escrow, you have a legal right to indemnification but no secured funds if the seller is unwilling or unable to pay.
Non-Compete and Transition Arrangements
Non-compete agreement: Prevents the seller from competing with the business they just sold you. In acquisition contexts (distinct from employment), non-competes are substantially more enforceable because the seller receives valuable consideration — the purchase price — specifically in exchange for the restriction. Standard scope: 3–5 years, geographic coverage matching the business's operating territory, prohibition on both competition and solicitation of named customers and employees.
Transition services: Structures the seller's post-close involvement. SBA rules allow the seller to remain as an employee for up to 12 months post-close. Beyond employment, consulting arrangements can extend longer but require careful structuring (compensation shouldn't be tied to ongoing contingent purchase price payments). The transition period is a resource — sellers with structured, compensated transition responsibilities invest more in the outcome than sellers left vaguely available. See Transition Services Agreements.
The LOI as Structural Foundation
The LOI is non-binding except for exclusivity and confidentiality — but it sets the framework for every subsequent negotiation. Terms established in the LOI rarely change materially in the definitive documents.
LOI structural elements that matter:
- Purchase price and structure breakdown (cash, seller note terms, earnout mechanics)
- Working capital peg methodology and calculation period
- Financing contingency language (what happens if financing isn't obtained on acceptable terms)
- Exclusivity period (60–90 days for SBA-financed deals)
- Diligence scope and access provisions
An LOI drafted without these elements leaves the structural negotiation for the definitive document phase — when both parties have more invested and less flexibility. Use the LOI to lock in key structural terms; reserve the definitive document phase for legal drafting, not material term negotiation. See LOI Strategy: What to Include.
Getting Started
Deal structuring decisions interact with SBA financing in specific ways that benefit from lender input before the LOI is signed. Seller note terms that don't qualify for standby credit, earnout structures that create SBA compliance issues, and working capital pegs that leave the business undercapitalized at close are all problems that surface after the structure is locked in.
Start with a prequalification and our team will help you develop deal structures that work with your financing from the beginning.
