What happens when your sister is a game show icon and you've got stories to tell? Chip White, brother of Vanna White and host of the podcast Relatively Famous, shares how he turned a clever concept—talking to relatives of celebrities—into a passion project. From hilarious behind-the-scenes moments with REO Speedwagon to deeply personal stories of family, recovery, and redemption, Chip opens up in this fun, heartfelt episode.

Episode Highlights:

• Chip’s journey from LA talk show pilot to launching Relatively Famous
• His unique guest list—from Morgan Freeman’s son to Batman co-creator Bill Finger’s granddaughter
• Growing up with Vanna and what it’s like to be her brother for 41 seasons of Wheel of Fortune
• Candid moments about addiction, sobriety, and second chances
• Behind-the-scenes stories from producing Electric Jesus and Behind the Music

You're going to love my conversation with Chip White

• RelativelyFamous.net
• Chip's Youtube Channel
• Instagram
• Facebook Page

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
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• Podcast website
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• Join my mailing list
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• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

 

David Zucker, the legendary filmmaker behind Airplane!, The Naked Gun, and Scary Movie 3 & 4, joins the conversation to dive into his remarkable career in comedy. From his early days with Kentucky Fried Theater to reshaping the spoof genre, David shares behind-the-scenes stories, Hollywood challenges, and the making of his book Surely You Can't Be Serious: The True Story of Airplane!. He also discusses the Naked Gun reboot, his upcoming projects, and the importance of comedic timing.

Episode Highlights:

• How Airplane! became a cultural phenomenon and why casting serious actors was key to its success.
• The untold story of Naked Gun 4 and why David is not involved in the reboot.
• Creating Scary Movie 3 & 4 and how his comedic approach differed from the Wayans Brothers.
• The challenges of working in Hollywood and why he’s now raising independent funds for new projects.
• Behind-the-scenes stories from Kentucky Fried Movie, Basketball, and working with comedic legends.

David Zucker’s insights into the film industry, his comedic influences, and Hollywood’s ever-changing landscape make this a must-listen episode for movie lovers and comedy fans alike.

 

You're going to love my conversation with David Zucker

• Get Surely You Can't Be Serious on Amazon
• Instagram
• IMDB
• The Airplane Book Website

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

Buckle up, Monkees fans! Jeff welcomes back John Billings, legendary bassist, and all-around cool guy, to dish on recording "Live at The Troubadour" with Micky Dolenz. From stage jitters to bass lines that matter, John takes us behind the scenes of capturing a once-in-a-lifetime performance. We talk Micky’s timeless voice, the club’s rock-and-roll legacy, and a few “OMG” moments in production. Plus, hear about the surprise VIPs lurking in the wings, why the bass deserves more respect, and how Make-A-Wish plays into this historic show.

Episode Highlights:

🎸 What makes this album special? 🎸 Did Jeff almost meet Davy Jones? (The regret is real.) 🎸 The song John wishes he could redo—but didn’t need to. 🎸 The unsung hero of any band… the bass player.

Press play for music nostalgia, backstage shenanigans, and a whole lot of wit.

👉 Listen now and experience The Troubadour magic! Special thanks to @podcasthon_en , the world’s largest podcast charity initiative, bringing together podcasters globally to raise awareness for charitable causes and by leveraging technology and storytelling and community engagement. The hope with this effort is to inspire millions of listeners to care, to act and to make a difference one podcast at a time. You can learn more about this initiative at podcasthon.org. #PodcastForGood

 

You're going to love my conversation with John Billings

• Micky Dolenz Live at the Troubadour CD
• Make-A-Wish America
• Podcasthon.org
• John's Instagram
• Episode 230 of this podcast also with John Billings
• John's musical credits

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

Veteran actor, comedian, and voice artist Sam Kwasman shares hilarious behind-the-scenes stories from his decades-long career in Hollywood. From dancing with Patrick Swayze to voicing Little Quacker on Tom and Jerry, Sam’s journey is filled with unexpected twists, famous co-stars, and a whole lot of laughter.

NOTE to Listener: This interview was lost and found and is now released. I recorded it a while ago. Some discussions occurred about Ed Asner and Bob Newhart before they passed away (which is why that isn't mentioned).

Episode Highlights:

• Landing the role of Little Quacker and why it took beating out 3,000 other voice actors
• Dancing with Patrick Swayze in Disney on Parade and how they both got their start
• Stand-up comedy days at The Comedy Store and working alongside Robin Williams
• Acting on classic TV shows like The Bob Newhart Show, Lou Grant, and Family Ties
• Robot Chicken madness—playing Donald Duck, Road Runner, and even an exorcist priest
• Starring in Jerry Seinfeld’s Comedians in Cars Getting Coffee as the ultimate product placement guy
• Learning from the greats—memorable encounters with Lucille Ball, Mel Blanc, and Ed Asner
• Writing for Tom and Jerry and crafting new animated stories

 

You're going to love my conversation with Sam Kwasman

• IMDB
• Website
• Instagram
• Facebook
• TikTok
• Cameo
• On Bob Newhart Show

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
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• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

Some careers are legendary, and few have left their mark on pop culture like Bill Morrison. From his early days dreaming of being a comic book artist to working with The Simpsons, Futurama, Disney, and even Mad Magazine, Bill's journey is packed with fascinating stories. Whether it's co-founding Bongo Comics, illustrating some of the most iconic characters in entertainment, or reacting to a $15 million version of his own artwork, this conversation is a deep dive into an extraordinary career filled with humor, creativity, and a touch of unexpected controversy.

Episode Highlights:

• From Detroit to Hollywood – How Bill’s childhood passion for art turned into a career working with Disney, The Simpsons, and beyond.
• Bongo Comics & The Simpsons – The story behind co-founding a publishing empire with Matt Groening.
• Roswell & Futurama – How Bill’s original comic Roswell, Little Green Man was interrupted by another massive project—Futurama.
• The Simpsons Bootlegs & Collectibles – Why Matt Groening secretly loved bootleg Simpsons merchandise, and how those knock-offs became collector’s items.
• The Urban Legend Behind The Little Mermaid Cover – Did Bill really hide a scandalous Easter egg in The Little Mermaid VHS cover? He sets the record straight.
• The $15M Simpsons Painting – Bill reacts to an artist selling a modified version of his Simpsons Yellow Album cover for a staggering sum.
• Beatles & Mad Magazine – How he got the opportunity to create a Yellow Submarine graphic novel and what it was like leading Mad Magazine.

 

You're going to love my conversation with Bill Morrison

• Instagram
• Facebook
• IMDB
• Bongo Comics

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

Hollywood legend Stefanie Powers takes us on a journey through her remarkable career, from starring in The Girl from U.N.C.L.E. and Hart to Hart to working alongside icons like John Wayne, Maureen O’Hara, and William Holden. She shares behind-the-scenes stories from her time in Hollywood, including her unforgettable on-screen chemistry with Robert Wagner, her admiration for Don Rickles' humor, and her experiences filming Herbie Rides Again.

Beyond the screen, Stefanie opens up about her memoir, One from the Heart, and her deep passion for wildlife conservation. She discusses the William Holden Wildlife Foundation, a cause close to her heart, dedicated to educating and preserving wildlife in Kenya.

Episode Highlights:

• Stefanie’s early days in Hollywood and how she became a TV pioneer
• The magic of Hart to Hart and working with Robert Wagner
• The origins of the William Holden Wildlife Foundation and its lasting impact
• Hilarious encounters with Don Rickles and Charlton Heston on the celebrity tennis circu
• The secret behind her brief role as the voice of HAL in 2001: A Space Odyssey

 

You're going to love my conversation with Stefanie Powers

• William Holden Wildlife Foundation
• Memoir: One from the Hart
• IMDB
• Instagram
• Facebook
• Website

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

  

Vic Kaplan’s career is a masterclass in entertainment history. From producing some of the most iconic comedy specials to working alongside legends like Robin Williams, Billy Crystal, and George Carlin, his behind-the-scenes experiences offer a rare look into Hollywood’s golden era. Starting at Dick Clark Productions, he played a pivotal role in shaping comedy and music television, from Fridays and Ellen to HBO stand-up specials and Comic Relief. His stories bring to life the fast-paced, ever-evolving world of television production.

Episode Highlights:

• Producing legends – Worked with Robin Williams, Billy Crystal, George Carlin, and Larry David
• Fridays vs. SNL – The rise and fall of ABC’s late-night sketch show featuring Michael Richards and Andy Kaufman
• Behind the Moonwalk – The night Michael Jackson stunned the world on the American Music Awards
• Robin Williams, unfiltered – The chaotic brilliance of An Evening at the Met and how it almost didn’t happen
• Ellen’s coming-out episode – The intense process behind one of the most groundbreaking sitcom moments ever
• Building HBO’s comedy empire – Producing specials for Richard Lewis, Bob Saget, and Dennis Miller
• Zendaya before the superstardom – How a chance meeting led to producing K.C. Undercover
• From Dick Clark to Disney – A career spanning decades of entertainment innovation

 

You're going to love my conversation with Vic Kaplan

• IMDB

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

Dennis Blair’s journey into comedy started by accident—but what a ride it’s been. Originally a musician and songwriter, Blair stumbled into stand-up when his musical parodies unexpectedly stole the show. That moment of unexpected laughter led him to open for comedy icons, work alongside legends like Rodney Dangerfield and George Carlin, and write for some of the biggest names in entertainment. With a career spanning decades, Blair shares unforgettable behind-the-scenes stories, from writing Rappin’ Rodney to witnessing the quirks of some of Hollywood’s most legendary comedians.

 

Episode Highlights:

• Opening for Legends – Rodney Dangerfield discovered Blair early on, leading to years of touring with him, Joan Rivers, and George Carlin.
• Behind the Scenes of Easy Money – Writing for Dangerfield meant constant joke revisions and hilarious Hollywood chaos.
• Rodney’s Wildest Moments – From limo rides gone wrong to infamous wardrobe malfunctions, Blair saw it all.
• From Comedy Clubs to Concert Arenas – Blair’s musical comedy act made him the perfect opener for The Beach Boys, Barry Manilow, Gloria Estefan, and more.
• Writing for the Greats – A tag here, a punchline there—Blair even contributed jokes to Carlin’s act, an honor for any comedian.
• Touring with Legends – His book shares untold stories of life on the road with entertainment’s biggest names.

 

You're going to love my conversation with Dennis Blair

• Website
• Book: Touring with Legends
• Facebook
• Instagram
• YouTube

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

Stephen Talbot’s career spans decades, beginning as a child actor best known for playing Gilbert on Leave It to Beaver. His journey includes memorable roles on classic shows like The Twilight Zone, Perry Mason, and Lassie, where he worked alongside Hollywood legends such as Rod Serling and Lucille Ball.

Beyond acting, Talbot made a bold transition into journalism and documentary filmmaking, becoming an award-winning producer for Frontline and American Experience. His work has explored politics, history, and social justice, earning multiple Emmys, Peabody Awards, and recognition for investigative storytelling.

Talbot shares insights on growing up in a Hollywood family, why he walked away from acting, and how his passion for journalism led to films like The Movement and the Madman, a documentary exploring the impact of the anti-Vietnam War movement. From behind-the-scenes Hollywood memories to powerful journalistic storytelling, this conversation offers an inspiring look at a career shaped by curiosity and conviction.

Episode Highlights:

• Working with Rod Serling on The Twilight Zone and meeting Hollywood legends
• Behind-the-scenes stories from Leave It to Beaver, Lassie, and classic TV shows
• Transitioning from acting to award-winning investigative journalism
• The impact of the anti-Vietnam War movement and the making of The Movement and the Madman
• Reflections on a career in storytelling—both on screen and in the newsroom

 

You're going to love my conversation with Stephen Talbot

• IMDB
• The Movement and the Madman

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.

 

Jeffrey Weissman, best known for his role as George McFly in Back to the Future Parts 2 and 3, takes us on a whirlwind journey through his fascinating career. From sharing behind-the-scenes stories about working with legendary directors like Clint Eastwood and Robert Zemeckis to his unique perspective on Hollywood controversies, Jeffrey captivates with humor and charm. Along the way, he dives into his experiences in cult classics, memorable encounters with iconic actors, and the challenges of navigating an industry as competitive as it is unpredictable.

Episode Highlights:

• How Jeffrey landed the role of George McFly in Back to the Future Parts 2 and 3
• Hilarious tales of working on Pale Rider with Clint Eastwood
• The challenges and triumphs of recreating iconic scenes in Back to the Future
• Jeffrey’s connection to the Twilight Zone movie and behind-the-scenes anecdotes
• Hollywood’s impact on his career, from personal triumphs to legal controversies
• Rare insights into his work with Crispin Glover and the evolution of actor rights in the industry

 

You're going to love my conversation with Jeffrey Weissman

• Jeffrey Weissman's Website
• Instagram
• IMDB
• Twitter
• Facebook

Follow Jeff Dwoskin (host):

• Jeff Dwoskin on Twitter
• The Jeff Dwoskin Show podcast on Twitter
• Podcast website
• Podcast on Instagram
• Join my mailing list
• Subscribe to my Youtube channel (watch Crossing the Streams!)
• 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)
• TeePublic Store: Classic Conversations merch and more!
• Love the books I talk about on the show? Here is my Amazon store to shop.