Why Your Business Broker Can’t Find PE Buyers

Most middle-market business owners hire brokers expecting access to sophisticated private equity buyers. The reality proves disappointing. Despite representing quality businesses valued between $10 million and $100 million, traditional business brokers routinely fail to attract institutional capital. The problem isn’t broker competence or business quality. The issue stems from a fundamental structural mismatch between how […]
Business Broker Near Me: Why Geography Shouldn’t Define Your Advisor

The instinct to search for a “business broker near me” reflects decades of conventional wisdom in middle-market M&A. Business owners naturally gravitate toward local advisors, reasoning that proximity enables better communication, industry knowledge, and buyer networks. This geographic bias, while understandable, increasingly conflicts with how modern M&A transactions actually unfold. The middle market has fundamentally […]
Find a Broker to Sell My Business: Or Something Better

If you’re searching for a broker to sell your business, you’ve likely reached an inflection point. Revenue has stabilized, operations run without you micromanaging every decision, and the idea of an exit has moved from abstract to concrete. The reflexive next step is to hire a business broker, the professional category most owners associate with […]
Sell a Bootstrapped Tech Company: Essential Steps and Strategies

By Jeff Barrington, Managing Director · Windsor Drake Selling a bootstrapped tech company is a huge decision. It takes careful planning and a bit of strategic hustle if you want to get the most value out of your hard work. Unlike venture-backed startups with their cookie-cutter exit plans, bootstrapped businesses have to navigate a trickier […]
Business Exit Multiple: Valuation Methods & Key Factors Explained

By Jeff Barrington, Managing Director · Windsor Drake When business owners get ready to sell their company, or investors size up possible returns, they really need to understand exit multiples. An exit multiple is a valuation metric that figures out a company’s worth by multiplying a financial measure like EBITDA or revenue by a factor […]
How to Sell Your Business to a Competitor: Complete Guide

By Jeff Barrington, Managing Director · Windsor Drake Selling your business to a competitor comes with its own set of opportunities and challenges, definitely different from a typical sale. Competitors might seem like odd buyers at first glance, but they’re often the most logical choice since they already know the industry inside and out. Selling […]
Technology Due Diligence in Mergers and Acquisitions: Comprehensive M&A Guide

By Jeff Barrington, Managing Director · Windsor Drake When companies merge or get bought, buyers need to check the target company’s technology before closing the deal. Technology due diligence is the analysis of technology products, architecture, and processes of an organization that helps buyers understand what they’re purchasing. This process reveals critical technology risks, security […]
Family Business Exit Advisor: Strategies for a Successful Transition

By Jeff Barrington, Managing Director · Windsor Drake Family business owners face unique challenges when planning their exit strategy. Unlike other business types, family enterprises must balance personal relationships, financial goals, and company legacy while navigating complex succession decisions. A family business exit advisor specializes in guiding owners through these intricate transitions, helping them develop […]
Exit Planning for Tech Founders: A Complete Guide to Successful Exits

By Jeff Barrington, Managing Director · Windsor Drake Tech founders pour years into building innovative companies, but many don’t think ahead to how they’ll eventually leave. Exit planning is a strategic process that helps tech founders maximize value and ensure a smooth transition when they’re ready to sell or step away from their company. Without […]
Sell IT Services Business USA: Key Steps for a Successful Sale

By Jeff Barrington, Managing Director · Windsor Drake Selling an IT services business in the USA isn’t something you just wake up and do. It takes careful planning, a real grasp of your company’s value, and a sales strategy that’s more than just a handshake and a smile. Business owners can position their IT services […]