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Jeff Barrington

Jeff Barrington is the Managing Director of Windsor Drake, a specialized M&A advisory firm focused on strategic sell-side mandates for founder-led and privately held businesses in the lower middle market.

Known for operating with discretion, speed, and institutional precision, Jeff advises owners on maximizing exit value through a disciplined, deal-driven process. His work spans sectors, but his approach is consistent: trusted counsel, elite execution, and outcomes that outperform market benchmarks.

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Jeff Barrington

Jeff Barrington is the Managing Director of Windsor Drake, a specialized M&A advisory firm focused on strategic sell-side mandates for founder-led and privately held businesses in the lower middle market.

Known for operating with discretion, speed, and institutional precision, Jeff advises owners on maximizing exit value through a disciplined, deal-driven process. His work spans sectors, but his approach is consistent: trusted counsel, elite execution, and outcomes that outperform market benchmarks.

  • Home
  • Jeff Barrington
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Ecommerce M&A Advisor: Expert Guidance for Buying & Selling Online Businesses

September 2, 2025

The ecommerce industry’s been on a wild ride lately—growth has exploded, and so have the chances for folks to buy, sell, or merge online companies. An ecommerce M&A advisor is a specialized professional who helps business owners navigate complex mergers and acquisitions in the online retail space, providing expertise in valuation, deal structuring, and transaction […]

Los Angeles Investment Bank M&A: Leading Firms and Industry Trends

September 2, 2025

Los Angeles has really staked its claim as a West Coast powerhouse for investment banking and M&A. The city is home to 195 investment banks with a combined portfolio of 1.36K companies, making the competition for M&A advisory pretty fierce across a bunch of industries. Investment banks in LA are all about comprehensive M&A advisory—think […]

AI M&A Advisory Firms: Transforming Mergers & Acquisitions

September 2, 2025

AI M&A advisory firms are shaking up how companies buy and sell artificial intelligence businesses in today’s fast-moving tech market. These specialized firms help clients navigate the tangled world of AI deals, from figuring out technology valuations to managing due diligence processes. The AI M&A market is expected to grow by 32% in 2024, with […]

EdTech M&A Advisor: Strategies, Trends, and Opportunities

September 2, 2025

The education technology sector has seen explosive growth and transformation, opening up all sorts of merger and acquisition opportunities that really call for specialized expertise. EdTech companies face a whole set of unique challenges when pursuing strategic transactions, from regulatory hoops to sector-specific valuation quirks. An EdTech M&A advisor steps in as a specialized intermediary, […]

Lower Middle Market M&A Firms: Strategies, Trends, and Key Players

September 2, 2025

Lower middle market M&A firms focus on companies with enterprise values between $5 million and $100 million. They’re the go-to advisors for deals that are too small for the big investment banks but way too complex for your average business broker. The lower middle market M&A space is one of the busiest corners of the […]

Adjusted EBITDA: Comprehensive Guide to Calculation and Value

September 2, 2025

When business owners and investors want to compare companies or figure out true operating performance, the usual financial metrics often miss the mark. One-time expenses and oddball items can really mess with the numbers. Adjusted EBITDA removes non-recurring, irregular and one-time items to give a clearer view of a company’s core profitability and operating strength. […]

Reps and Warranties: Key Concepts, Risks, and Best Practices

September 2, 2025

When companies buy or sell businesses, they want protection from hidden problems and misleading information. Representations and warranties are legal statements where sellers promise that key facts about their business are true. If those facts turn out to be wrong, buyers can seek compensation. These promises cover everything from financial records to legal compliance. Sellers […]

How to Value a Dental Practice: Methods, Formulas & Key Factors

September 2, 2025

Figuring out what a dental practice is worth isn’t just about crunching numbers. You’ve got four main methods that most dental practice valuations use: capitalized excess earnings, asset value, annual net receipts, and average annual earnings. Usually, people average these together to get a final number. But it’s definitely not just a math problem. You […]

Confidential Information Memorandum: Structure and Key Insights

September 2, 2025

When a company wants to sell or raise capital, it faces a tricky challenge—how do you share enough info to attract buyers without giving away the farm? A Confidential Information Memorandum (CIM) steps in as a detailed marketing document, laying out the company’s financials, operations, and growth potential for qualified buyers who’ve signed NDAs. This […]

Letter of Intent to Purchase Business: Complete Guide & Key Steps

September 2, 2025

When buyers want to purchase a business, they need a formal way to show serious interest and outline the basic terms of the deal. A letter of intent to purchase a business outlines the preliminary agreement between buyer and seller, serving as a roadmap for the transaction and showing the buyer’s commitment to move forward […]

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