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Perspectives on Main Street M&A

Articles on valuation, deal structure, due diligence, financing and exit planning for acquirers and owners of Main Street and lower middle market companies.

Advisors and a business owner reviewing documents at a conference tableFeatured
Selling4 min read

How Long It Really Takes to Sell a Business

Most Main Street sales take six to twelve months from engagement to closing. Here is where the time goes and what an owner can do to shorten it.

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Financial statements and a calculator on a desk during an earnings reviewValuation
Valuation4 min read

SDE vs. EBITDA: Which Earnings Number Buyers Actually Use

Seller's discretionary earnings and EBITDA measure different things. Which one applies to your business depends on its size and on who is likely to buy it.

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Business receipts invoices and a ledger spread across a deskValuation
Valuation5 min read

Add-Backs: What Buyers Accept and What They Reject

Add-backs raise the earnings a buyer pays for, but only when they are documented and defensible. Here is how buyers and lenders sort the legitimate from the aggressive.

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Organized financial binders and folders stacked on an office deskSelling
Selling5 min read

Cleaning Up Your Financials Before Going to Market

Buyers and lenders rely on tax returns and financial statements that agree with each other. A practical plan for getting the books sale-ready over 12 to 24 months.

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Pallets staged at a warehouse loading dock for shipmentValuation
Valuation4 min read

Customer Concentration and What It Does to Price and Terms

When one customer accounts for a large share of revenue, buyers change the terms before they change the price. How concentration is measured, how deals adjust, and what owners can do.

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A confidential folder and closed documents on an office deskSelling
Selling5 min read

Keeping a Sale Confidential

A leak during a sale can cost employees, customers and price. How a controlled process protects confidentiality, and when and how to tell the people who need to know.

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A business owner reading a letter of intent at a deskDeal structure
Deal structure5 min read

Reading a Letter of Intent

The letter of intent is mostly non-binding, yet it sets the terms a seller will live with. The provisions that matter and the points to settle before signing.

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Equipment on the floor of a small manufacturing shopDeal structure
Deal structure5 min read

Asset Sale vs. Stock Sale

Most small business sales are structured as asset sales. Why buyers prefer them, when a stock sale makes sense, and how the choice affects taxes, liabilities and price.

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A handshake over a signed agreement in a professional officeDeal structure
Deal structure5 min read

Seller Financing: Why Most Main Street Deals Include a Seller Note

A seller note is part of most small business sales. How notes are structured, how SBA rules treat them after October 2026, and how sellers protect themselves.

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Advisors reviewing a performance chart during a deal discussionDeal structure
Deal structure5 min read

Earnouts: When They Bridge a Gap and When They Create a Dispute

An earnout ties part of the price to future results. When one makes sense, how to draft it so it gets paid, and why SBA-financed deals cannot use one.

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Inventory staged in the aisle of a small warehouseDeal structure
Deal structure5 min read

Working Capital: The Most Misunderstood Number in a Sale

Whether receivables, inventory and payables transfer with the business can move a sale price by six figures. How working capital is handled in small and mid-sized deals.

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A small commercial building on a street, of the kind often owned with the businessSelling
Selling5 min read

Selling the Business When You Also Own the Building

Owners who hold the business and its building have three choices at sale: sell both, sell the business and lease the property, or sell them separately. How each affects value.

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An empty conference room after a meetingDue diligence
Due diligence5 min read

Why Deals Fall Apart Between LOI and Closing

A signed letter of intent is not a sale. The seven most common reasons transactions fail before closing, and what sellers and buyers can do to prevent each.

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A management team meeting in a small business officeSelling
Selling5 min read

Selling to a Key Employee or Management Team

An internal sale offers continuity and confidentiality, but the buyer usually lacks capital. How management buyouts are financed and what makes them succeed.

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A longtime owner pausing at the entrance of the business he is leavingSelling
Selling5 min read

Life After Closing: Transition, Non-Competes and the Seller's Role

A sale does not end at closing. What sellers should expect from the transition period, the non-compete, escrows and indemnification, and the adjustment to no longer being the owner.

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A hand signing an approved financing documentBuying
Buying6 min read

SBA 7(a) Acquisition Financing: How It Works After October 2026

The SBA 7(a) loan remains the primary way to finance a Main Street acquisition. What the October 2026 rules require for equity, cash flow, valuation and seller notes.

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A prospective buyer touring a small manufacturing facilityBuying
Buying5 min read

How to Evaluate a Main Street Business Before Making an Offer

A disciplined first review saves buyers months. The questions to answer about earnings, customers, people and debt capacity before submitting a letter of intent.

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A diligence team reviewing financial files around a tableDue diligence
Due diligence5 min read

Quality of Earnings on Small Deals

A quality of earnings review tests whether reported profit is real and repeatable. When SBA rules require one, when a smaller deal still warrants it, and what it covers.

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Worn but serviceable equipment in an industrial shopBuying
Buying6 min read

Buying a Distressed Business

A struggling business can be bought at a low price, but the price is rarely the hard part. How to tell fixable from structural problems, limit inherited liabilities and finance a turnaround.

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A new owner meeting employees on the shop floorBuying
Buying6 min read

The First 100 Days After an Acquisition

What a new owner does in the first three months determines whether employees and customers stay. A practical sequence for day one, the first month and the first quarter.

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Shop owner adjusting magnifying glasses at his workbenchSelling
Selling4 min read

Exit Planning: Why It Matters and What a Plan Should Address

What a sound exit plan addresses, and why the work should begin well before a sale is needed.

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Financial statements, a calculator and a pen on a deskValuation
Valuation4 min read

Valuing Your Business for Sale

The factors that drive value, from normalized earnings and market evidence to assets, working capital and risk.

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Smiling older craftsman in his workshopSelling
Selling4 min read

Top Reasons Owners Decide to Sell

Four of the most common reasons owners decide to sell, and what each implies for planning.

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Hand writing figures in a notebook beside a calculatorDue diligence
Due diligence4 min read

What Due Diligence Is and Why It Matters

What buyers examine in diligence, and how sellers can prepare so that it does not erode value or terms.

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Two business owners talking over coffee at a cafe tableSelling
Selling4 min read

Know Your Buyers: Three Common Misconceptions

Who acquires Main Street and lower middle market companies, and three misconceptions that can complicate a sale.

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Workers setting up a large machine on a small manufacturing floorSelling
Selling4 min read

Making Your Business Owner Independent

A business that depends on its owner is worth less to a buyer. How to reduce that dependence before a sale.

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