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Rich Little: A Thousand Voices and the Stories Behind Them

  1. Rich Little: A Thousand Voices and the Stories Behind Them 40:24

Rich Little has done impressions of presidents, Rat Pack legends, and Hollywood royalty for decades, but the stories behind those performances are even more entertaining than the impressions themselves.

The man of a thousand voices sits down to share what it was really like performing in front of the very people he was imitating, the moments that went sideways, and what keeps him performing in Las Vegas to this day.

Show Highlights:

  • What happened when Frank Sinatra quietly appeared onstage while Rich was in the middle of doing Frank Sinatra.
  • The very specific Coaching George Burns and Jack Benny each gave Rich on how to imitate them better.
  • Why Rich Little finished an entire episode of The Muppet Show with a rash on his face.
  • The moment at the Dean Martin Roasts when Rich tried to teach Jimmy Stewart how to do his own impression.
  • How Rich Little’s swearing-in as a US citizen left him genuinely unsure who had just become an American.

You’re going to love my conversation with Rich Little

Follow Jeff Dwoskin (host):

Ways to support the show:

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Thanks for checking out Classic Conversations! Dive into pop culture nostalgia with comedian Jeff Dwoskin as he hosts the best TV and film interviews. Hear inspiring stories from actors, comedians, musicians, and pop culture icons about the road to success. Part comedy, part drama—always entertaining.

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I'm a tech entrepreneur, podcaster, and professional stand-up comedian. I started my journey in the tech industry back in 1997 when I founded my own website development company, which was one of the pioneering companies in the country at the time. While working in technology, my comedic talents couldn't be contained, and I eventually took to the stage as a stand-up comedian.

My passion for comedy led me to create Hashtag Roundup (@hashtagroundup on Twitter), a platform that has contributed to over 8000 top 10 USA trends on Twitter. With the growth of social media, particularly Instagram, I founded Stampede Social, a company aimed at helping creators drive traffic to their content without relying solely on a link in their bio.