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The Hole

80 EpisodesProduced by TheHolePodcast.comWebsite

Celebrating our 11th year, The Hole is an unscripted interview podcast featuring uncensored dissections of life's lunacies. From comedic celebrity interviews, to musical guests or serious discussions, The Hole is your portal to peek behind the curtain of the world's most interesting people.

episodes iconAll Episodes

326 - Felipe Esparza

June 20th, 2021


Felipe Esparza (Bad Decisions, Superstore) joins us to discuss winning Last Comic Standing against all odds, crossing the Mexican border via coyote, growing up in a gang, overcoming a crack addiction and so much more. …

325 - Luis Guzmán

June 6th, 2021


Luis Guzmán (Carlito’s Way, Boogie Nights) join us to discuss his journey from Puerto Rico to the big screen, how Carlito’s Way changed his life, his experience being homeless and more. Subscribe to our YouTube channel

324 - Brian and Baylee Littrell

May 31st, 2021


Brian Littrell (Backstreet Boys) and Baylee Littrell (770-Country) join us to discuss growing up in mega-stardom, the experience of playing sold out …

323 - Dateline's Chris Hansen

May 17th, 2021


Investigative journalist Chris Hansen (To Catch a Predator, Dateline NBC) joins us to discuss his storied career in journalism, the experience of ‘To Catch a Predator’s many sting operations, his new show ‘Have a Seat’ …

322 - Noemi Gonzalez

May 9th, 2021


Noemi Gonzalez (Selena: The Series, East Los High) joins us to talk about both playing and working with Selena Quintanilla’s sister Suzette, learning …

321 - Dean Norris

April 26th, 2021


Dean Norris (Breaking Bad, Claws) joins us to talk about his hit new show ‘The Unites States of Al’, his iconic role as Hank Schrader in the …

320 - Saturday Night Live's Laraine Newman

April 18th, 2021


Laraine Newman (SNL, Curb Your Enthusiasm) join us to talk about the birth of the legendary original SNL cast, her new memoir ‘May You Live In Interesting Times’ and her many unique life experiences.

Listen to 'May You …

319 - Iron Maiden's Adrian Smith

March 28th, 2021


Adrian Smith (Iron Maiden) joins us to talk about his new project Smith / Kotzen and their brand new album, the process of collaborating and his long …

318 - Chazz Palminteri

March 21st, 2021


Academy Award nominee Chazz Palminteri (A Bronx Tale, The Usual Suspects) joins us to share his many stories about getting A Bronx Tale made, working with greats Robert De Niro, Woody Allen and John Cusack, casting real …

317 - Ron Duguay

March 14th, 2021


New York Rangers legend Ron Duguay joins us to talk about the crazy life of playing hockey in the NHL, being a New York celebrity in the days of Studio 54, his wild night with Cher, playing for USA Miracle on Ice coach …

316 - Taylor Dayne

March 7th, 2021


American pop icon Taylor Dayne (Tell it to My Heart) joins The Hole to talk about her career of smash hits, her turn as Popcorn on The Masked Singer, …

315 - Tom Arnold and Sasha Boggs Return

February 28th, 2021


Tom Arnold (True Lies, Austin Powers) and Sasha Boggs return to The Hole to talk about fist fighting Mark Brunette, selling TimeLife books for drugs, …

314 - YelloPain

February 11th, 2021


Hip-Hop artist YelloPain joins us to talk about his red hot hit ‘My Vote Don’t Count’, being embraced by Oprah, Meek Mill, Stacy Abrams and others …

313 - Jim Breuer

February 3rd, 2021


Jim Breuer (Half Baked, Saturday Night Live) joins us to talk about his new tour and share one crazy story after another, including touring with Metallica, taking a private plane with Ozzy, singing with AC/DC’s Brian …

312 - Miles Taylor: Former Homeland Security Chief of Staff (aka 'Anonymous')

January 24th, 2021


Former Homeland Security Chief of Staff Miles Taylor (aka 'Anonymous') joins us to discuss his Trump op-ed that shook America, the subsequent stress of potentially being discovered, exposing the administration further …

311 - Isiah Whitlock Jr.

January 21st, 2021


Isiah Whitlock Jr. (Da 5 Bloods, The Wire) joins us to talk about working with Spike Lee and Scorcese, the success of Your Honor, his iconic role in …

310 - 'Florida Girls' Creator Laura Chinn

January 7th, 2021


Florida Girls creator Laura Chinn joins us to talk about the process of bringing the show to TV, recreating her real-life Florida experiences, moving to Los Angeles with nothing and her life as a writer and actress. …

309 - Animation Producer Aaron Augenblick

January 1st, 2021


Aaron Augenblick (Ugly Americans, The Jellies) joins us to talk about his latest project ‘Headspace Guide to Meditation’, the absurdity of Wonder …

308 - Sebastian Maniscalco

December 24th, 2020


Comedian Sebastian Maniscalco (The Irishman, Aren’t You Embarrassed?) joins us to talk about being on lockdown at home, working with De Niro and Pesci, what it feels like to sell out Madison Square Garden and much more. …

307 - Matthew McConaughey

December 9th, 2020


Academy Award winner Matthew McConaughey (Dallas Buyers Club, Interstellar) joins us to talk about his new memoir ‘Greenlights’, his work in so many …

306 - ’537 Votes’ Director Billy Corben

November 11th, 2020


Director Billy Corben (Cocaine Cowboys, Screwball) joins us to talk about his new documentary ‘537 Votes’ about the chaos surrounding the 2000 …

305 - Jeremy Piven

October 30th, 2020


Emmy Award winner Jeremy Piven (Entourage, My Dad’s Christmas Date) joins  us to talk about his experiences on Entourage, The Larry Sanders Show, his new film ‘My Dad’s Christmas Date’, standup comedy and so much more. …

304 - Mark Cuban

October 20th, 2020


Mark Cuban (Shark Tank, Dallas Mavericks) joins us to talk about what life is like for a billionaire, the new season of Shark Tank, owning the Dallas …

303 - Tim Robbins

October 11th, 2020


Academy Award winner Tim Robbins (The Shawshank Redemption, Mystic River) joins us to talk about his new aural cinema project, Bobbo Supreme, the absurdity of Oscar campaigning and his body of work consisting of so many …

302 - MythBusters’ Kari Byron

October 7th, 2020


America’s crash test girl, Kari Byron (Mythbusters, Crash Test World), joins us to talk about her fifteen years on Mythbusters, her new show Crash Test World and the amazing (and sometimes disgusting) things she has …

301 - Harry Shearer

September 27th, 2020


The multi-talented Harry Shearer (The Simpsons, This is Spinal Tap) joins us to talk about his new series of Trump songs, The Simpsons, Spinal Tap, …

300 - Neil deGrasse Tyson

September 20th, 2020


Rockstar Astrophysicist Neil deGrasse Tyson joins us to celebrate our 300th episode and talk about his upcoming primetime series Cosmos: Possible …

299 - Allen Maldonado

September 16th, 2020


Actor/Director Allen Maldonado (The Last OG, Black-ish, Sneakerheads) joins us to discuss his various comedic roles, adjusting to the Hollywood life, …

298 - Anthony Scaramucci

September 10th, 2020


Former White House Communications Director Anthony Scaramucci, aka The Mooch, joins us to talk about his experiences at the White House, the onslaught of breaking news stories and why he feels this is one of the most …

297 - Paul Feig

September 2nd, 2020


Director Paul Feig (Bridesmaids, Ghostbusters) join us to discuss his own Artingstall’s Gin, rebooting the mega-franchise Ghostbusters, the success …

296 - Rick Wilson: Co-Founder of The Lincoln Project

August 24th, 2020


Author Rick Wilson (‘Running Against the Devil’, ‘Everything Trump Touches Dies’) joins us to discuss creating advertisements that drive Trump crazy …

295 - Styx Founder Dennis DeYoung

August 17th, 2020


He wrote and sang smash hits such as ‘Babe’, ‘Lady’, 'The Best of Times' and ‘Come Sail Away’. Dennis DeYoung joins us for a two-hour episode to talk …

294 - Veep's Matt Walsh

August 11th, 2020


Actor and comedian Matt Walsh (Veep, Old School, The Daily Show) joins us to to discuss his time on one of the funniest shows of all time in Veep, …

293 - Constantine Maroulis

August 6th, 2020


Constantine Maroulis (Rock of Ages, American Idol) joins us to perform two songs with Static, talk growing up in a musical family, the whirlwind …

292 - Parks and Recreation’s Jim O’Heir

July 29th, 2020


Jim O’Heir (Parks and Recreation) joins us to talk Parks and Recreation, starting out in improv, his mansion, helicopter and Lil' Sebastian’s …

291 - Jay Mohr

July 22nd, 2020


Jay Mohr (Jerry Maguire, Picture Perfect, Saturday Night Live) joins us to discuss his new special, his years at SNL, making Jerry Maguire and his …

290 - Tommy Chong

July 18th, 2020


Comedy legend Tommy Chong joins us to talk about being a Motown act, the rise of Cheech and Chong and his time in Federal prison. 


289 - Tom Arnold

July 14th, 2020


Tom Arnold joins The Hole along with Sasha Boggs for a near two-hour interview to talk about his life, career, new podcast, Rosanne Barr and so much …

288 - Shuli Egar

July 10th, 2020


Comedian Shuli Egar returns to The Hole to discus avoiding drive-in standup and being an airport wheelchair pusher.

287 - Ex-Corrupt NYPD Cop Michael Dowd

July 3rd, 2020


Notorious 80’s corrupt cop Michael Dowd, now and ethics consultant for the NYPD, sits with us for an interview. The documentary of his story, The …

286 - Stuttering John Melendez

July 1st, 2020


Stuttering John Melendez joins us to discuss his time working on two of the biggest shows in the history of entrainment, The Howard Stern Show and The Tonight Show, and prank calling the President of the United States, …

285 - Apprentice Staffer Noel Casler Dishes on Trump

June 19th, 2020


Comedian and former Celebrity Apprentice / Trump beauty pageant staffer Noel Casler joins us to TELL ALL about his time working for Donald Trump. …

284 - Kevin Kraft

June 12th, 2020


Kevin Kraft (Jason Ellis Show) join us along with a pop-in visit from his Mad Scientist co-host Geoff Clark.

283 - Fred Goss and Alison Quinn

June 5th, 2020


Director / Actor Fred Goss (Modern Family, Community, Brooklyn Nine-Nine) and Actress Alison Quinn (Sons and Daughters, Curb Your Enthusiasm) join us to discuss everything from LSD at Burning Man to Directing Chevy …

279 - Adult Babies

May 2nd, 2019


Bee and Chic of the Adult Babies podcast join the The Hole to share how to live with your parents at the blossoming age of 35

277 - The Super Zeros

March 31st, 2019


It's a full house at The Comedy Cellar, as the full cast of Audio Dungeon joins The Hole for a hysterical hour of getting our nerd on. Tony, Brooke, …

275 - The Florentines

February 17th, 2019


Jim Florentine (That Metal Show, Comedy Metal Midgets) and his son Luke show us that rants and roasting are in the blood, especially when Richie …

272 - Alison Quinn and the Flammable Kettle

December 2nd, 2018


Actress Alison Quinn (Sons and Daughters, Curb Your Enthusiasm) joins us to talk about objecting at weddings, psychotic roommates and her television experiences.

265 - The Dark Web with Mark Lanterman

June 24th, 2018


Cybersecurity forensics expert Mark Lanterman takes us on a tour of the dark web, hacking, credit card fraud, passport forgeries, crime investigations and more in this two-hour special episode.

264 - Dave Attell, Nick Di Paolo and Mike Vecchione

May 20th, 2018


Comedians Dave Attell, Nick Di Paolo and Mike Vecchione all sit in and wonder what the hell they are doing there.

261 - Sean Avery - NHL’s Master of Mayhem

April 8th, 2018


Former New York Ranger Sean Avery sits in to talk about his excellent book ‘Ice Capades’, what he was really saying to torment players on the ice, and the incredible ride of being an NHL hockey player.

260 - Ham Sandwich

April 1st, 2018


Mara Marek and Andrew Collin (Happy Never After) talk relationship insecurities, laughter in the face of heartbreak and sex… a lot of sex.

258 - Sailing with the Bay Ridge Boys

March 18th, 2018


Yannis Pappas and Chris Distefano (The Bay Ridge Boys) join The Hole to talk growing up guido, History Hyenas, African wildlife and how to sail in …

254 - The Big Three

September 21st, 2017


Frank Bello (Anthrax), Brian Slagel (Metal Blade Records) and Richie Castellano (Blue Oyster Cult) join us to share hard rock stories about touring, …

251 - Impractical Jokers' Sal Vulcano

August 17th, 2017


Comedian Sal Vulcano of hit show Impractical Jokers joins The Hole to talk about playing Madison Square Garden, eating way too many edibles and his …

250 - Chris Distefano: Intersexual

August 9th, 2017


Comedian Chris Distefano (Guy Code, Benders) joins The Hole for our 250th episode.


233 - Jackie 'The Joke Man' Martling

August 1st, 2016


Legendary Howard Stern Show cast member Jackie 'The Joke Man' Martling joins The Hole to talk about the rise of the greatest show in radio history, …

229 - Real Men Cry with Dan Soder

April 18th, 2016


Dan Soder (Billions, The Bonfire) talks acting with Damien Lewis, Rock Concerts and what makes everyone cry. With Jarrett Pressman and Chris Scopo.

227 - Nick Di Paolo

March 14th, 2016


Comedian Nick Di Paolo (Inside Amy Schumer, Louie) joins The Hole to talk about his career, his aching groin and when stand-up gigs turn into fights. 

177 - '24's Mary Lynn Rajskub

July 28th, 2014


Actress and comedian Mary Lynn Rajskub ('24', 'The Larry Sanders Show') sits down with us to talk stand-up, buying underwear in front of '24' fans and being disgusting enough for Gail the Snail.

176 - Bailey Jay and the Frontier Fisherman

July 14th, 2014


The gang returns from hiatus with America's sweetheart, Bailey Jay, and her husband Matt Terhune.


174 - Judy Greer

May 19th, 2014


Actress Judy Greer (Arrested Development, The Descendants, Archer) joins Rob for a one-on-one interview special to talk about her career, her upcoming FX show 'Married' and her new book.

168 - שלום, כלבה with Shuli Egar

March 24th, 2014


Shuli Egar (Howard Stern Show, Jay Thomas Show) joins The Hole, Black JoeJoe Black returns and strangers are handing out babies.

158 - Ménage à Rock

December 23rd, 2013


Richie Castellano (Blue Oyster Cult, Morning Starlett) returns for the season finale with Danny Miranda (Queen, Meat Loaf) and Andy Ascolese (Blue …

153 - Join the Riot! RiotCast Live

November 10th, 2013


Recorded live from RiotCast night in NYC with guests Colin Quinn, Robert Kelly, Jim Florentine, Rich Vos, Bailey Jay, Matt Terhune, Dan Soder, East …

146 - Lisa Ann: Adult Film Superstar

September 2nd, 2013


Adult film superstar Lisa Ann ('Who's Naylin Palin?', 'MILF Revolution') joins The Hole along with comedian Dan Soder (MTV's 'Guy Code', 'Comedy …

135 - Billy Hayes and the Midnight Express

June 3rd, 2013


Billy Hayes shares the riveting story of his real life hashish smuggling arrest, as well as his experiences and escape from a Turkish prison that became the classic film 'Midnight Express'.

132 - Fred Stoller and His Seinfeld Year

May 6th, 2013


Actor Fred Stoller (Seinfeld, Everybody Loves Raymond, The Nanny) joins The Hole to talk about his life, his time with Seinfeld and his new book …

104 - Steve Bannos and the Milky Way

September 17th, 2012


Actor/Writer Steve Bannos (Freaks and Geeks, Bridesmaids) returns to The Hole to discuss WalMart pervs, "refueling" and more. Meanwhile, a few …

101 - Nikki Glaser & Sara Schaefer: Centipedes and Chewing Gum

August 20th, 2012


Comedians Nikki Glaser and Sara Schaefer ('You Had to Be There', 'MTV's Nikki and Sara Show') join the Glory Hole to talk about phobias, pests, …

097 - Faizon Love

July 23rd, 2012


The great Faizon Love ('Couples Retreat', 'Friday', 'Elf', 'Made') and his entourage crush it at The Glory Hole.

094 - Gary Gulman Gets Scared Straight

July 2nd, 2012


Comedian Gary Gulman (Last Comic Standing, Tourgasm) joins the guys to talk drive-by sexual advances, how he would handle prison and why he'd love to …

083 - Ralphie May and the Fat Monkey

April 9th, 2012


Comedian Ralphie May joins the Glory Hole to share his close calls with drug busts, death and the dangers of having a fat monkey without britches. …

080 - Reverend Bob Levy

March 12th, 2012


The Reverend Bob Levy and Jen Remauro enter The Hole to talk Rent-a-Centers, genital replication, cougar life and much more.

071 - Robert Kelly and the Bird

December 5th, 2011


Comedian Robert Kelly returns to blow the doors off The Glory Hole for the season finale.

058 - Chappelle Show's Donnell Rawlings

September 5th, 2011


Actor, comedian and star of Chappelle's Show, Donnell Rawlings, joins the guys to talk about his career, his TV work, being Ashy and why a brother …

056 - Jim Florentine

August 22nd, 2011


Jim Florentine sits in to discuss the fantasy football, how priests watched him shower and, of course, heavy metal. With Special guests Kevin Kraft …

049 - Robert Kelly

June 27th, 2011


Comedian Robert Kelly joins the guys in a hysterical discussion of his life, his career and how the hell he wound up here.

044 - Freaks and Geeks's Samm Levine

May 23rd, 2011


Samm Levine, star of Freaks and Geeks, Inglorious Basterds and Kevin Pollak's ChatShow, sits in with the guys to discuss his career, his experiences …

026 - Steve Bannos

December 20th, 2010


Actor, writer and comedian Steve Bannos joins the guys to discuss Freaks and Geeks, the urological marking of his property and medical marijuana.

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