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As a business owner, you know what it’s like to lie awake at 2 a.m. Maybe it has happened when you are excited and full of new ideas for your business. More often, it’s because you are worried about issues you will face the next day. Sometimes, it’s because you just woke up with the solution to a problem. I’ve experienced all those emotions about my businesses over the years. Awake at 2 o’clock? is where I share them with you, and hopefully help with answers that will let you sleep.
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Your business is your life’s work. What comes next?
Your Exit Map: Navigating the Boomer Bust, combines humor and real owner stories, to help you understand your exit options, protect what you’ve built, and plan your next chapter.

How prepared are you to exit your company?

The Assessment breaks down the four major categories of exit readiness; Finance, Planning, Operations and Revenue/Profit. -
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Category Archives: Exit Planning
Exit Strategies – The Road Less Traveled
The road less traveled is often a misimpression when considering a transition from business ownership. Surveys show that roughly 85% of owners expect their exit to happen via a sale of the business to a third party. A third-party sale … Continue reading →
The AI role in Exit Planning
Is there an AI role in Exit Planning? The media is packed with stories about Artificial Intelligence. According to the stories, because a smart search engine (which is essentially what a Learning Language Model [LLM] is,) can pass a Bar … Continue reading →
Delegation and Depth – Company Readiness for Exit
Delegation and depth are critical when presenting your business as a buying opportunity. For many business owners, exit planning means getting the company ready for sale to a third party. There are a number of approaches to enhancing preparedness for … Continue reading →
The Role of a Coach in Exit Planning
Defining the role of a coach on your exit planning team doesn’t just happen. Like any other aspect of working with consultants, you need to set expectations upfront. Many advisors like to characterize themselves as the “quarterback” of a transition … Continue reading →
Impressions of Value in Exit Planning
Business owners, advisors, and buyers frequently have widely different impressions of value when it comes to a business. The Pepperdine Private Capital Markets Survey canvasses intermediaries who sell privately held Main Street and mid-market companies. One question is about the … Continue reading →

