Published On

September 6, 2017

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The TIGER 21 Chair Spotlight introduces you to the remarkable people that make up the TIGER 21 community. This week, meet Cal Simmons, TIGER 21 Washington, D.C.

Cal Simmons
TIGER 21 Chair,
Washington, D.C.

In your opinion, what are the benefits of being a TIGER 21 Chair?

I benefit greatly from my involvement with Tiger21 by constantly being challenged by our Members. Each meeting, I am amazed at the intellect, the caring personalities and the ambition of our Members and I feel challenged to constantly improve myself.

How do you utilize being a TIGER 21 Chair?

One of the greatest benefits of Tiger 21 Membership is the discipline of committing to once a month spend time thinking about issues that matter. Being able to spend time with a dozen good friends who are willing to share their experience is truly a gift.

What is your best piece of advice you have heard during a meeting?

One of the best pieces of advice I have received from the group is to “Think Bigger.”

Who was the most important speaker you have seen and why?

Choosing “one best speaker” is too tough as we have had so many great ones. What I especially cherish is the diversity of speakers we have invited in to present to our group. Investable opportunities are certainly appreciated, but so are talks on worldwide politics, philanthropy, estate planning, science and education.

What is your best piece of advice for a young wealth creator?

Talking with our younger Members, I would suggest they embrace the idea of mentorship. And I mean this in both directions. There is tremendous advice available from people with more experience … but there is also an opportunity to become a mentor yourself.

Was there a decision that changed your life?

The one decision that changed my life was choosing to be an entrepreneur. I started my first business in college and have been fortunate enough to start several businesses in my career. But taking that first step was a big one.

Fun Facts:

Last book you read

“The Power of Who” by Bob Beaudine

Favorite Book

It’s a tie between Killer Angels and Shogun

Favorite Investment

Five Guys Burgers and Fries

Favorite Food


Five words to describe yourself

Curious, persistent, friendly, respectful and active.