Classic Conversations

Pop culture influencers, TV stars, film actors, comedians, and musicians share inspirational stories about the road to success. Insightful conversations that are part comedy/part drama and always entertaining! With your host, described as “The Midwest Lounge Letterman,” Jeff Dwoskin.


episode 170: Comedian Mark Schiff Has Got Chutzpah

Inspired at age 12 by a live comedy performance by Rodney Dangerfield Mark knew his destiny was to be a comedian.

Mark appeared many times on both The Tonight Show with Jay Leno and Late Night with David Letterman. He has had both HBO and Showtime specials and has been the featured act at the Montreal Comedy Festival. He has written for and guest-starred on Mad About You, as well as appearing on Empty Nest and serving as a writer on The Roseanne Show.

My guest, Mark Schiff and I discuss:

  • Mark's love of Detroit and performing at Mark Ridley's Comedy Castle
  • Being with Tim Allen at the Comedy Castle after Tim's release from jail and Mark shares some great road stories with Tim
  • Mark's new book: Why Not? Lessons on Comedy, Courage, and Chutzpah
  • Mark's podcast: You Don't Know Schiff!
  • Great road stories with Jerry Seinfeld
  • Mark answers the universal question: If someone offers you a car what should you say?
  • That time Bob Dylan hung out at Mark's house
  • Paul Reiser and Gilbert Gottfried - Mark shares some amazing stories
  • The day Mark knew he was destined to be a comedian and how he met Rodney Dangerfield later in his career (and of course some amazing Rodney stories)

You're going to love my conversation with Mark Schiff

Our Guest, Mark Schiff

  • Website -
  • Podcast - You Don't Know Schiff
  • Books - Why Not? Lessons on Comedy, Courage, and Chutzpah
  • Facebook
  • IMDB

Hashtag Fun: Jeff dives into recent trends and reads some of his favorite tweets from trending hashtags. The hashtag featured in this episode is #AMovieOrShowGetsACar from Way Your Tags (@WagYourTags). Tweets featured on the show are retweeted at @JeffDwoskinShow

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 2022-10-03  59m