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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: selling a business
When is the Right Time to Sell?
In the last few weeks I’ve had several conversations with owners about selling their companies. In one case a professional firm with whom I’ve worked for the last 4 years completed a merger with a large national company. That was … Continue reading
Posted in Exit Planning, Thoughts and Opinions
Tagged business ownership, selling a business, small business advice
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One Response to When is the Right Time to Sell?
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Freedom Isn’t Free
When asked what they like most about owning their own business, the majority of entrepreneurs put “freedom” at the top of the list. They describe it in a number of ways, working for myself, being my own boss, making my … Continue reading
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One Response to Small Business can Sell in a Recession
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It is true… business sellers are more and more confused in the current market scenario. In such a situation, an experienced business broker might be advisable for a main street business seller.






The right time is NOT when you are down because the business is down. Case in point: a few years ago Mr. X was suffering through a low point in the business because of poor market conditions. He was so affected by it that was seriously thinking about selling (obviously at a very low price because of the down turn in the business). I knew the business had a lot of potential and that the down cycle would be reversed, so I wanted to change his mind. Rather than trying to convince him I decided to talk with his wife who was also very active in the business. I asked her: “What would you and Mr. X do after you sell?” She replied: “I guess we would start another business”. So I asked her: “Tell me, how were the beginnings of this company?” She said: “Oh my God, they were terribly challenging and not much fun”. I said: “So, do you really want to go through all that again?”. She looked at me with puzzled eyes and said: “I never thought about it that way; you are right I don’t want us to have to go through that again”. So they decided to keep the company and work to return it to its rightful place. Today the company is four times the size and they get unsolicited offers for many times the price they would have had to sell at the low point. The moral of the story then is: sell when business is doing well, never when it is down.
I cover this subject in detail in my book “Its Lonely at the Top”; “A Practical Guide to Help You Become a Better Leader of Your Small Company”.