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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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Tag Archives: exit strategies
Ageing Boomer Entrepreneurs: Fearful or Smart?
Do we become more cautious with age? Startups are usually associated with younger entrepreneurs. By the time they reach their 50s or 60s business owners tend to tackle fewer big new ideas. Those that do tend to be successful enough that they … Continue reading
Posted in Building Value, Entrepreneurship, Exit Planning, Exit Strategies, Life After, Thoughts and Opinions
Tagged Baby Boomers, Boomer Bust, business ownership, business planning, business strategy, economy, employees, entrepreneurs, entrepreneurship, exit planning, exit strategies, leadership, management, new business, small business, small business advice, startups
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One Response to Ageing Boomer Entrepreneurs: Fearful or Smart?
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3 Responses to Selling Your Business in a Buyer’s Market
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Great blog of course! I am a Baby Boomer and fortunately and unfortunately I started my business 5 years ago, taught myself and like some of us “I have a unique chocolate business” that I am finding out non too soon that 1) I am my own worst enemy because I designed my company to fit only me 2) like John said, I cannot find someone interested in buying my company because they don’t want to work as hard, spend 24/7 building the business etc. I know I am not alone and for me this again is a real nightmare wake-up call. However, I still am very excited in steering the company in a different direction in the next 5 years hopefully and like a lot of business owners, I will be able to sell the company or the equipment to the highest(?) bidder. Thanks for the great blogs!!
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Your article is one of the most realistic on the topic. Hopefully buyers and sellers (and their advisors) are paying attention.
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Does Investment Capital Make Sense for Your Business?
In the business acquisition world, deals where a seller keeps some equity for a future round of merger or acquisition activity is generally known as getting a “second bite of the apple.” Private Equity Groups (PEG), of which some 5,000 currently operate … Continue reading






Experience is what you get when you don’t get what you want.” or “Good decisions come from experience. Experience comes from bad decisions.”
I agree with both of these. I really enjoy your blogs! I was forced into inventing a “new self employed start up” at 62. I have no regrets but with my “experience is what you get when you don’t get what you want” is an ongoing goal as well.