015: From Nearly Bankrupt to a $50M Acquisition with Brian Will

Brian Will was on the verge of personal bankruptcy when his partner told him he would be investing another $66k into their insurance business. They had already dropped $500k into it and had made zero revenue since they started a year prior.

Almost ready to quit, Brian decided to hold on a little longer, and within 18 months, their company was acquired for $50M.

Brian went on to become a serial entrepreneur. Over the past 35 years, he has created or co-created six very successful companies in four different industries, had four successful exits, and consulted on projects for both private and public companies in sales and management training. He also owns a growing chain of restaurants in the Atlanta area.

In this episode, you’ll hear about two online health insurance companies that Brian built from the ground up and eventually sold to venture capital firms.

He shares why most successful companies are made up of a progression of ideas that lead to greater success, the importance of being able to adapt as you go, and some simple tactics that your sales team can use to better connect with prospects.

Key Takeaways with Brian Will

• Creating and selling the very first health insurance call center.
• Why it’s so important to be able to roll with the punches and adapt as you go.
• From nearly bankrupt, to being acquired for $50M 18 months later.
• Why you will never be an effective entrepreneur if you don’t take care of yourself first.
• The story of Brian’s first $100k week as a consultant
• Why everything should be taught at a 5th grade level when training your staff.
• Learn how prospects retain information. HINT: your sales team better find out what the “chicken” is!
• The personal filters that are subconsciously driving every decision you make—and why ego is your enemy when building a business.
• What is The Dropout Multi-Millionaire all about?

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BAM! 💥