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Cited by O, the Oprah Magazine as “one of our favorite creative thinkers,” Dion Flynn is a writer, keynote speaker, improvisor, comedian, actor and U.S. Army veteran. He’s best known for playing Barack Obama and other characters and has appeared over 100 times on The Tonight Show Starring Jimmy Fallon. If Dave Chappelle and Eckhart Tolle had a son, it would be strange looking — and so is Flynn. He uses fun and innovative ways to help people connect with themselves and others, leading business professionals, writers, storytellers, college students, salespeople, and recovering and non-recovering folks through his dynamic improvisor-mindset workshops.

Artist's Note

I used a photo for this one. I never laughed so hard in years, and Dion Flynn is someone I drew before, so I took a break, soaked in the show and came up with something that reflected his speech. After so many of my drawings, I feared fatigue for viewers and needed to do something totally different.


Copyright © 2022, Bob Eckstein. All rights reserved.


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