Here’s Why My Mastermind Group Imploded

Cynthia Wylie
5 min readFeb 13, 2024
Photo by Levi Guzman on Unsplash

Nearly twenty years ago, I started a mastermind group with five female friends.

We wanted to improve our lives.

After regularly meeting once a month for ten years, it ended badly. I’ve asked myself, why, many times since then. Well, I finally think I know the answer to that.

I got the idea for a mastermind group after reading, “Think and Grow Rich,” by Napoleon Hill. He advocated for a mastermind group to help with life strategy in his best-selling self help book.

I thought that if my friends and I could apply business principles to our personal lives, while holding each other accountable, it would help us seriously level up.

Being an entrepreneur and business person for most of my working life, I knew the basic business principles — I used them all the time. They included things like, vision strategy, mission statement, cash flow projections, SWOT analysis, taking risks, legacy work, goal setting and so forth.

However, I never thought of applying those things to my personal life until I read, and re-read, Hill’s book.

By my own measure and probably anyone else’s, I was already successful. But I wanted to be even more successful. There was this idea I wanted to launch into a new company.

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Cynthia Wylie

Founder of Bloomers Island. Published children’s book author at PRH. Writes about big kid’s stuff like economics & business, too. TheProjectConsultant.com.