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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.

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Tag Archives: management
The 7 Deadly Sins of an Entrepreneur — Reprise
I make no claim that using the Seven Deadly Sins as a metaphor for business behavior is original. Of course, the original concept is a codifying of “undesirable” human behaviors, or sins. The work probably comes from the Latin word … Continue reading
The Seventh Entrepreneurial Sin — Pride
Every business owner should be proud of his or her business. If you are the founder, you built every system, and probably landed the biggest customers. If you bought the business, you took what was in place and made it … Continue reading
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The Sixth Entrepreneurial Sin — Envy
This week we start on the two remaining deadly sins of an entrepreneur. Envy and Pride are the strategic sins. The first two (Lust and Gluttony) are operational; they interfere with how you function as an owner and leader. The … Continue reading
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The Fifth Entrepreneurial Sin — Greed
Few small business owners identify with the bloated income of Wall Street Tycoons. To accuse an entrepreneur of Greed brings up memories of the Gordon Gekko 1980’s, when “Greed is Good” seemed to be the motto of 30-something Boomers focused … Continue reading


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