Jeff Altman dives into the unpredictable reality of building a career in comedy, television, and entertainment, sharing behind-the-scenes stories from stand-up, acting, and life in Hollywood. From early days at iconic comedy clubs to landing television appearances and working alongside legendary comedians, this conversation reveals what it really takes to survive—and evolve—in the entertainment industry. With humor and honesty, he breaks down career highs, brutal lows, and the unexpected pivots that kept him in the game. Show Highlights: How asking directly for opportunities led to a first major TV appearance The reality of bombing in stand-up comedy—even on national television Building a long-term friendship with David Letterman early in a comedy career Working with iconic comedians like Rodney Dangerfield and Robin Williams The behind-the-scenes chaos of starring in a TV variety show with a language barrier Becoming a recurring television character and fan favorite on a hit series Navigating the ups and downs of a long-term career in Hollywood A career mistake that cost a multi-season TV opportunity Transitioning between stand-up comedy, acting, and voiceover work Reinventing a career later in life through close-up magic and live events You're going to love my conversation with Jeff Altman Jeff's website IMDB Follow Jeff Dwoskin (host): Jeff Dwoskin on Twitter The Jeff Dwoskin Show podcast on Twitter Podcast website Podcast on Instagram Subscribe to my Youtube channel Yes, the show used to be called Live from Detroit: The Jeff Dwoskin Show Ways to support the show: Buy me a coffee (support the show) Dashery/TeePublic Store: Classic Conversations merch and more! Love the books I talk about on the show? Here is my Amazon store to shop. SPONSOR: STAMPEDE SOCIAL Drive engagement from your social channels and podcast with Stampede Social's Instagram and Facebook DM automation! Visit https://stampede.social Also check out: Why Instagram + Stampede Social Is the Growth Strategy Podcasters Need in 2025 (and Beyond) 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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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