Insights on the Private Market Landscape

Our perspective on market forces, M&A trends, and strategic decisions shaping the future of privately held businesses.

news 2 min read

Deal Closing Announcement: Lake Livingston Overhead Doors

The team at Trailhead Partners is excited to announce the successful sale of Lake Livingston Overhead Doors (LLOD) to a private individual buyer. The husband-and-wife sellers founded LLOD 30 years ago to repair and replace garage doors for residential and commercial customers in their rural community.

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quick hits 2 min read

Going At Risk With Clients

In a perfect world, brokers would act in fiduciary harmony with their clients, but we know that unfortunately isn't always true. The industry would be better as a whole if we shifted more in this direction.

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quick hits 2 min read

Letter of Intent Details Matter

Ambiguous Letters of Intent kill deals. They're a waste of time for both sides and bring consequences for sellers far in excess of the hard costs spent on the transaction.

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quick hits 1 min read

How would you buy a $10 million Business?

The availability of financing is boosting sub-$10M add-ons through more leverage and less equity. But platforms are still generating appropriate returns for buyers despite high equity investments.

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news 5 min read

Deal Flow Podcast with Ryan Ray

On Deal Flow, we go through why in the world a business owner making millions of dollars per year would sell the business; that word \"make\" and how it means different things to different people; and how owners receiving unsolicited buyer outreach benefit most from M&A advisory.

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perspectives 5 min read

Selling a Business is Hard

Selling a business can be messy and stressful, no matter the size. At Trailhead, we've sat in the shoes of buyers and sellers and know firsthand what the experience is really like.

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Frequently Asked Questions

How long does it take to sell a business?

The typical M&A process takes 6-12 months from engagement to close. This includes preparation, marketing, buyer negotiations, due diligence, and closing. Well-prepared businesses with clean financials often close faster.

What is my business worth?

Business valuations in the lower middle market typically range from 3-7x adjusted EBITDA, depending on industry, growth trajectory, customer concentration, and other factors. We provide free, confidential valuation estimates to help you understand your options.

What is EBITDA and why does it matter?

EBITDA stands for Earnings Before Interest, Taxes, Depreciation, and Amortization. It's the standard measure buyers use to value businesses because it represents the cash flow available to service debt and provide returns. Adjusted EBITDA adds back owner compensation and one-time expenses.

When is the right time to sell my business?

The best time to sell is when your business is growing, profitable, and you have flexibility in timing. Market conditions, industry trends, and personal readiness all play a role. Starting the conversation 2-3 years before your ideal exit gives you time to maximize value.

What do M&A advisors charge?

M&A advisory fees are typically success-based, meaning the majority of compensation comes when a deal closes. Fees usually range from 3-10% of transaction value depending on deal size, with minimums for smaller transactions. This aligns advisor incentives with achieving the best outcome for sellers.

Have more questions about selling your business?

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