Small-business M&A is not a smaller version of big M&A.

It is a different practice. The targets are owner-operated and underdocumented. The diligence finds gaps that have to be papered over before closing. The reps and warranties have to do real work because there is no insurance backstop. The earn-out and the working capital adjustment will matter more than the headline number. And the seller is often staying on, so the post-closing relationship has to be drafted as carefully as the purchase agreement.

Sterling & Hayes runs lower-middle market deals - typically $1M to $50M in enterprise value - with a partner-led team that has actually closed these transactions, not learned them from a Big Law form file.

What is included - sell-side

Exit readiness & cleanup

The 60-day legal cleanup that happens before the data room opens - IP assignments confirmed, missing minutes drafted, key contracts assignability reviewed, tax positions documented. Buyers will find everything; we want to find it first.

Data room & diligence response

A structured data room and a diligence response process that controls narrative and time. Buyers' lawyers will ask the same 200 questions on every deal - we answer them once and we answer them well.

LOI negotiation

The LOI is where the deal economics get cemented in. We negotiate purchase price structure, escrow, earn-out, working capital, exclusivity period, and key conditions before the seller loses leverage to the diligence process.

Definitive documents

Asset Purchase Agreement, Stock Purchase Agreement, Merger Agreement, ancillary documents (escrow, transition services, employment), disclosure schedules. Drafted to protect the seller without blowing up the deal.

What is included - buy-side

Diligence design & execution

Risk-prioritized diligence focused on the issues that will actually move price or kill the deal, coordinated with your accounting and financial diligence advisors. We deliver a written diligence report with prioritized issues.

Deal structure

Asset vs stock vs merger analysis based on tax, liability, contract assignability, and employment continuity. The wrong structure costs the buyer twice - in tax and in integration friction.

Financing coordination

Senior debt, SBA, seller notes, equity rollover - we coordinate with lenders and equity partners to keep the financing in step with the closing schedule.

Post-closing integration

Transition services, key-employee retention, customer/vendor consent rollout, system migration legal support, and the inevitable post-closing disputes (working capital, earn-out, indemnification claims).

Austin M&A closing meeting at law firm office Closed Deals, Not Stalled Deals

Asset deal vs stock deal vs merger - in plain English

In an asset deal, the buyer picks which assets and liabilities to take. The buyer typically prefers this because of liability limitation and a stepped-up tax basis; the seller typically dislikes it because of double-taxation in C-corp structures and asset-by-asset assignment friction. In a stock deal, the buyer takes the entire entity including all known and unknown liabilities. The seller typically prefers this for tax treatment and clean exit; the buyer relies on reps, warranties, and indemnification to handle hidden liability. A merger is a hybrid - the entity continues, but in a different form. The right structure depends on tax, liability profile, contract assignability, and who is staying involved post-closing.

Our process

  1. Structuring call. Before the LOI, we model the structure (asset, stock, merger), the tax implications, and the major deal points. You get the trade-offs in writing.
  2. LOI negotiation. We negotiate the LOI to lock in the items that matter and to preserve flexibility on the items that should not be locked too early.
  3. Diligence. Buy-side: structured diligence with prioritized issues. Sell-side: data room build and diligence response.
  4. Definitive documents. Purchase agreement and ancillary documents drafted and negotiated, with a closing checklist tracked weekly.
  5. Closing. Funds flow, escrow funding, document execution, and the formal closing memorandum.
  6. Post-closing. Integration support, working capital true-up, earn-out tracking, and indemnification claim management.

Why Sterling & Hayes

You get a partner-led M&A team that has closed deals across SaaS, services, professional firms, e-commerce, manufacturing, and distribution. We are not so small that the deal stalls when we get busy and not so big that you become a junior associate's first reps and warranties section. We coordinate with your accountants, financial advisors, and lenders so you have one quarterback running the legal side of the transaction.

Frequently Asked

M&A, answered.

Should the deal be structured as an asset purchase or a stock purchase?

Buyers usually prefer asset deals because they can pick which assets and liabilities they take and they get a stepped-up tax basis. Sellers usually prefer stock deals because they get capital gains treatment and a clean exit. For most lower-middle market deals the structure ends up driven by tax (especially S-corp considerations and 338(h)(10) elections), assumed liabilities, and assignability of key contracts. We model both before the LOI is signed so the structure is a deliberate choice, not a default.

How long does a typical small business acquisition take?

From signed LOI to closing, most lower-middle market transactions run 60 to 120 days. Diligence and definitive document drafting are the long poles. Deals can close faster when the target is clean and both sides have aligned legal and accounting teams, and slower when third-party consents (especially for material customer contracts), regulatory approvals, or financing contingencies are involved. SBA financing typically adds 30-60 days.

What is the basic due diligence checklist a buyer will run?

Corporate organization and capitalization, material contracts (customers, vendors, leases), employment and benefits, IP ownership and licensing, litigation history and threatened claims, tax filings and positions, financial statements and quality of earnings, insurance policies and claims, regulatory and licensing posture, real property, data and privacy practices, and environmental where relevant. We coordinate diligence on the buy-side and we prepare a data room on the sell-side to control the narrative and the timeline.

How do working capital adjustments work?

Purchase price is typically set on the assumption that the target delivers a normalized level of working capital at closing. The deal documents lock down a target working capital amount and a true-up mechanism so the actual closing-date working capital is measured against it. Above-target working capital adds to purchase price, below-target reduces it. Disputes over the post-closing true-up are one of the most common post-closing fights, so the definitions of working capital, the accounting policies, and the dispute resolution mechanism all matter.

What is a typical indemnification cap?

For middle market deals, an aggregate cap of 10-15% of purchase price for general reps is common, with fundamental reps and certain specified items (taxes, fraud, key IP issues) carved out at a higher cap or full purchase price. The cap, basket, and survival period are negotiated together as a package. Rep and warranty insurance is increasingly common in deals over a certain size and shifts the risk profile materially - the buyer's recourse becomes primarily against the insurer rather than the seller.

What happens with earn-outs?

Earn-outs tie a portion of purchase price to the post-closing performance of the business. They bridge valuation gaps but they create alignment problems - the seller is no longer in control and the buyer has incentives to suppress earn-out metrics. We draft earn-outs with clear metrics, accounting policies, the seller's right to inspect, and a defined dispute resolution path. Most earn-out disputes come from sloppy definitions, not bad faith.

Thinking about buying, selling, or merging?

The structuring conversation is the highest-leverage hour in the entire deal. Talk to a Sterling & Hayes M&A partner before the LOI lands.

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