20 questions every owner asks before selling their MSP

You only sell your MSP once.

Selling your managed service provider business is one of the biggest moments of your professional life. Get it right, and you secure the future you've been working toward. Get it wrong, and you leave money-and peace of mind-on the table. The playing field leans in the direction of the buyer, their broker, and you need to level it.

20 Questions Every Owner Asks About Selling Their MSP helps you prepare for the deal before it starts. Inside, you'll learn the key questions that experienced buyers hope you never ask-and the insights that put you back in control of your exit. Drawn from a decade of experience helping MSP owners evaluate, negotiate, and close successful sales, this book will help you:

• Understand when and why to sell (and when not to)
• Decode business valuation and what drives your number
• Make sense of deal structures, from earn‑outs to equity rolls
• Avoid the common mistakes that reduce value or stall deals
• Clarify the after‑tax outcomes that determine your real payday

Each chapter answers a critical question, shows how an MSP owner named Skyler works through it for her own business, and ends with prompts to help you apply it to yours.

These are not theoretical lessons-they come from real conversations, real buyers, and real exits. Whether you're a few years away from selling or you're already getting calls from potential acquirers, this book gives you the clarity, language, and confidence to navigate your sale on your terms.

You've built something worth selling. Now it's time to get the deal you deserve.

If you're ready to start down the path of exiting your business, you've come to right place.