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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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Category Archives: Entrepreneurship
How Much Does the Big Picture Really Matter to Your Business?
It’s hard to have a business conversation today without someone invoking “the Big Picture.” The 24-hour news cycle runs on urgency, outrage, and uncertainty—and it needs a constant supply to keep attention locked in. The result? Everything sounds like a … Continue reading
Business Ownership Isn’t What It Used to Be
If you’ve been a business owner for a long time, you’ve lived this shift firsthand. Many Baby Boomer owners started out alone—just an idea, a customer, and a willingness to take a risk. Hiring that first employee was a milestone. … Continue reading
The Inexperienced Advisor – An Exit Planning Horror Story for Business Owners
This is a cautionary tale for business owners—one that’s “based on a true story.” The facts are real, although the exact sequence of events might raise questions if the IRS were to take a closer look. A small business owner … Continue reading





