Comedy History 101

Comedy History 101

Comedian and journalist Harmon Leon dives deep into the wild, weird, and hilarious history of comedy. Each episode explores the backstories of legendary comedians, iconic sketches, cult classics, stand-up milestones, and forgotten gems from the comedy world. From SNL to viral videos, we unpack the moments that shaped what makes us laugh. Whether you're a hardcore comedy nerd or just comedy-curious, this is your crash course in the funny business. Subscribe now and discover how comedy got to where it is today—one punchline at a time. More: harmonleon.com comedyhistory101.com

Episodes

How Jon Stewart, Stephen Colbert & Steve Carell Built The Daily Show w/ Former Field Producer Evan Cutler

August 7, 2026 • 79 mins
The Daily Show became a comedy institution when Jon Stewart took over from Craig Kilborn. Former The Daily Show field producer Evan Cutler reveals how Jon Stewart reinvented the show, why Stephen Colbert stood out from day one, how Steve Carell got his break, and why The Daily Show stopped making fun of people—and started making fun of the news. Plus Evan shares stories of John McEnroe’s ill-fated late night talk sho...
Listen
Watch
Mark as Played

How SCTV, The Kids in the Hall & The State Got Their Start: Sketch Comedy Origins

July 31, 2026 • 35 mins
Go inside the origin stories of three of the most influential sketch comedy shows ever: The Kids in the Hall, SCTV, and The State. Kids in the Hall co-founder Kevin McDonald, SCTV writer Chris Cluess, and The State with filmmaker Matthew Perniciaro (director of Long Live The State!) share how these legendary comedy groups got their start — from Second City and SCTV’s Emmy-winning run, to Kevin McDonald meeting Dave Fo...
Listen
Watch
Mark as Played

Mitch Hedberg’s Lost Cult Comedy: Los Enchiladas! with Co-Star Brian Malow

July 21, 2026 • 90 mins
Mitch Hedberg is one of the most beloved and influential stand-up comedians in the history of comedy. He also made a movie, Los Enchiladas! Comedian/Los Enchiladas co-star Brian Malow takes us inside the wild, DIY making of Mitch’s rarely seen cult comedy, set in a Mexican restaurant in St. Paul, Minnesota. Mitch turned a TV development deal into a scrappy feature film featuring future comedy heavyweights Marc Maron, Dave A...
Listen
Watch
Mark as Played

Bob Illes: Emmy-Winning Comedy Writer Who Worked with Richard Pryor, Steve Martin & Lorne Michaels

July 2, 2026 • 72 mins
Emmy winning comedy writer, Bob Illes, has been in the writers' rooms with some of the biggest names in comedy. From Richard Pryor, Lily Tomlin, Steve Martin, Carol Burnett, Tim Conway, Martin Mull, Fred Willard, Bob Einstein, David Letterman, Lorne Michaels, and Norman Lear – to name a few. Bob is also the author of the new book, Funny Is Money, where he chats about writing for such classic TV shows as The Carol Burnett Sh...
Listen
Watch
Mark as Played

Stairway to Stardom: An Audio Documentary

June 17, 2026 • 55 mins
Stairway to Stardom was a legendary NYC public access TV show that gave singers, dancers, comedians, and dreamers a chance to become stars. It's a cult classic that fans include Bjork, Alec Baldwin, & Paul Scheer . Long before social media, there was a Manhattan cable show that let people perform with the same passion they had dancing in front of their bedroom mirror - without fear of being torn down by the trolls. In this ...
Listen
Watch
Mark as Played

Palestine Comedy Club with Directors Regash & Charlotte Knowles

May 4, 2026 • 46 mins
We talk with co-directors Charlotte Knowles and Regash about their film, Palestine Comedy Club. The acclaimed documentary follows a group of Palestinian comedians as they attempt to build a stand-up comedy scene under occupation—navigating checkpoints, restrictions, and censorship while using humor to connect, cope, and tell their stories. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Listen
Watch
Mark as Played

SCTV, MADtv & SNL Stories with Emmy Winning Writer Chris Cluess

April 27, 2026 • 59 mins
Emmy Award-winning writer and producer Chris Cluess has had a legendary career writing for SCTV Network, Cheers, Night Court, MADtv, and The Simpsons. Chris shares stories about John Belushi, Dan Aykroyd, National Lampoon, and what made the SCTV Network writers’ room so special with John Candy, Catherine O'Hara, Eugene Levy, and Joe Flaherty. We also dive into MADtv, the SNL rivalry, and what it was like watching Keegan-Mic...
Listen
Watch
Mark as Played

Conan O'Brien, Team Coco & Clueless Gamer with Will Becton

April 3, 2026 • 103 mins
CH101 SELECT: We go inside Team Coco, Conan O’Brien Needs a Friend, and Clueless Gamer with Will Becton. Will shares his comedic journey from UCB and working on the documentary aka Tommy Chong, to becoming an original member of Team Coco, where he worked the entire run of CONAN on TBS and was the engineer of the podcast Conan O’Brien Needs a Friend. Will tells us what its like to be the Zelig of comedy — workin...
Listen
Watch
Mark as Played

Marc Maron Documentary: Are We Good? w/ Producer Julie Seabaugh

March 13, 2026 • 55 mins
The Marc Maron documentary “Are We Good?” follows the comedian/WTF podcast host as he processes grief while creating some of the most personal stand-up material of his career. The film features insights from John Mulaney, David Cross, Nate Bargatze, W. Kamau Bell, and Laurie Kilmartin, exploring Maron’s rise from alt-comic to podcast pioneer. Producer/writer Julie Seabaugh joins CH101 for a deep dive into Maron&...
Listen
Watch
Mark as Played

The State: MTV's Cult Comedy Sketch Show

March 4, 2026 • 32 mins
CH101 Reprise: The State was the MTV sketch show that launched the careers of Michael Ian Black, Michael Showalter, David Wain, Kerri Kenney-Silver, Thomas Lennon, Kevin Allison—and several more (the troupe had 11 members). From dorm-room sketches at NYU to comedy milestones like Reno 911, Stella, Viva Variety, and the cult classic Wet Hot American Summer, The State helped redefine alternative comedy for a generation. Direc...
Listen
Watch
Mark as Played

Mel Brooks: The 99 Year Old Man! w/ Director Michael Bonfiglio

February 2, 2026 • 47 mins
I talk with Michael Bonfiglio, who, along with Judd Apatow, directed the new HBO documentary Mel Brooks: The 99 Year Old Man!. Michael shares behind-the-scenes stories from Young Frankenstein, Blazing Saddles, The Producers, and Spaceballs, and we explore how Mel Brooks reshaped American comedy. We also talk about Bonfiglio’s collaborations with Apatow, including co-directing George Carlin’s American Dream, and how M...
Listen
Watch
Mark as Played

Stairway to Stardom: The Greatest Public Access TV Show Ever w/ Mitch Friedman

January 23, 2026 • 62 mins
Stairway to Stardom was a NYC public access TV show, described in The Onion as "without exaggeration, it was one of the greatest shows ever to be on television." Airing in the 70s through the early 90s, Stairway to Stardom was YouTube, before YouTube, and has fans ranging from Bjork to the Found Footage Festival. Performers of very questionable talent, ranging from off-key lounge singers to interpretive dancers, attempted to sta...
Listen
Watch
Mark as Played

The Daily Show, MST3K, & Joke Farming w/ Elliott Kalan

January 12, 2026 • 68 mins
Former Daily Show head writer Elliott Kalan (MST3K, The Flop House), Joke Farming) joins CH101 to discuss his new book, Joke Farming, and the nuts-and-bolts behind professional joke writing. We go inside the Daily Show writers’ room with Jon Stewart, why MST3K once had too many jokes, how comedians write jokes on deadline, why inspiration is overrated, and how audiences complete every joke. A behind-the-scenes look at joke...
Listen
Watch
Mark as Played

Comedy History 101: Best of 2025

December 22, 2025 • 65 mins
We pulled together the sharpest moments from our 2025 interviews with comedy impresario guests - who shaped modern comedy: • Larry Charles: Writer and director of Seinfeld, Curb Your Enthusiasm, & Borat • Kevin McDonald: Founding member of Kids in the Hall • Ryan Cunningham: Producer of Broad City and Inside Amy Schumer • Alex Braverman: Director of Thank You Very Much on Andy Kaufman • Will Becton: Conan O’Brien Needs a...
Listen
Watch
Mark as Played

Broad City and the Comedy of Inclusion

December 12, 2025 • 38 mins
Reprise Episode: Broad City and Inside Amy Schumer producer Ryan Cunningham and Gold Comedy founder Lynn Harris take us deep into the world of inclusive comedy and comedy as social change. From behind-the-scenes Broad City stories (yes, that pegging episode) to how diverse voices are reshaping the comedy landscape, we explore why women being “gross” on screen was a cultural breakthrough—and how laughter can be a ...
Listen
Watch
Mark as Played

Larry Charles: Borat, Seinfeld & Comedy Samurai

November 21, 2025 • 66 mins
CH101 Reprise: Larry Charles won an Emmy writing for Seinfeld, directed Borat, Brüno, and Curb Your Enthusiasm, and has collaborated with Larry David, Sacha Baron Cohen, and Bob Dylan . Larry joins CH101 for some serious comedy inside baseball: How he helped shape the voice of Seinfeld with Larry David and Jerry Seinfeld The chaos behind Borat's infamous poop-bag dinner scene What it ...
Listen
Watch
Mark as Played

SantaCon w/ Director Seth Porges

November 5, 2025 • 39 mins
Before SantaCon became the most hated event in NYC history, it began as a San Francisco subversive experiment of fun by the same anarchic collective that spawned Burning Man and inspired Fight Club’s Project Mayhem. We talk to filmmaker Seth Porges, who has a new documentary about SanCon on how a subversive performance-art happening turned into a worldwide holiday of drunken chaos that’s now belittled by the likes of J...
Listen
Watch
Mark as Played

Kevin McDonald & Kids in the Hall

October 24, 2025 • 48 mins
CH101 Reprise: Kevin McDonald is best known as a founding member of the legendary Canadian sketch comedy troupe – Kids in the Hall –which appeared on CBS, HBO, and Comedy Central, and had a revival season aired on Amazon Prime Video in 2022. Kevin joins CH!01 with tales of KITH, Winnipeg, & comedy in general. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Listen
Watch
Mark as Played

United States of Comedy w/ Director Habib Yazdi

October 13, 2025 • 40 mins
We go inside the PBS documentary series United States of Comedy with director Habib Yazdi. The five-part series spotlights diverse voices shaping stand-up comedy across America—capturing the next comedic generation redefining American comedy culture. Habib shares stories from filming United States of Comedy, as we dive into creative resilience and what unites comedians across America. WATCH: https://www.pbs.org/independentl...
Listen
Watch
Mark as Played

Jimmy Kimmel Live w/ Adam Spiegelman

September 19, 2025 • 56 mins
As you heard, they yanked Jimmy Kimmel Live off the air - because the Trump administration has declared a War on Comedy. Holy Overton window! In this reprise episode, we celebrate Jimmy Kimmel Live, and talk to Adam Spiegelman, who was a comedy producer for this iconic late-night talk show. Adam was at Jimmy Kimmel Live right from the start, and we do a deep dive into producing comedy and comedians for Kimmel, where he brough...
Listen
Watch
Mark as Played

Popular Podcasts

    Betrayal Weekly

    Betrayal Weekly

    Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.

    Stuff You Should Know

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    Dateline NBC

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    The Bobby Bones Show

    The Bobby Bones Show

    Listen to 'The Bobby Bones Show' by downloading the daily full replay.

    The Clay Travis and Buck Sexton Show

    The Clay Travis and Buck Sexton Show

    The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

Explore

iHeart

Live Radio

Podcasts

Artist Radio

Exclusives

News

Features

Events

Contests

Photos

Information

About

Advertise

Blog

Brand Guidelines

Contest Guidelines

Subscription Offers

Jobs

Get the App

Automotive

Home

Wearables

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices