Dion Flynn

Television Funnyman / Performance Coach

Dion Flynn is a prominent comedy writer and performer known for his work on The Tonight Show Starring Jimmy Fallon. He has a long-standing relationship with Jimmy Fallon, having first collaborated with him in 1994 on a local sketch show in Albany. Flynn has been a significant presence on The Tonight Show, recognized for his over 100 appearances portraying various characters, including Barack Obama, The Great Benito, and others.1 2 4

Career Highlights

Staff Writer: Flynn was hired as a staff writer for The Tonight Show in February 2024, where he contributes to sketches and monologue segments. His writing often incorporates his unique voice and character work, allowing him to blend performance with writing effectively.1 3
Improv Expertise: Beyond television, Flynn is the founder of The Improvisor’s Mindset, a corporate training program that utilizes improvisational techniques for personal and professional development. His approach emphasizes connection and creativity, making him a sought-after speaker and workshop leader.2 3
Military Background: Flynn is also a U.S. Army veteran, which adds depth to his experiences and perspectives in both comedy and life.4

Education

Flynn holds an MFA in acting from New York University, which has contributed to his skills in performance and writing.2

Personal Insights

Flynn expresses gratitude for his career in comedy and writing, recognizing the importance of collaboration and understanding the creative process involved in producing successful comedic content. His journey reflects a blend of improvisation skills with structured writing, showcasing his versatility as an artist.1 2 4

Overall, Dion Flynn's multifaceted career illustrates his ability to connect with audiences through humor while also fostering creativity in various professional settings.