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PODCAST

A Tripp Through Comedy

Tripp has rejected mainstream comedies for most of his life. Now, Ross is taking him film by film through the movies he sadly missed (or smartly avoided) until now. Join us as we look at studio comedies from the late 90s and early 2000s. Week by week, we will tackle one (or two) films as Tripp tries to figure out what made them so funny and Ross explains the context Tripp avoided.

tv & film film history

All Episodes

54:12

All About the Benjamins

A Tripp Through Comedy ·

2026/02/12

Our exit today has us trying to solve a diamond heist on the shores of South Beach. This week, we are talking about All About The Benjamins, written by Ronald Lang and Ice Cube and directed by Kevin Bray.In a surprisingly divisive episode, we also talk rappers turned actors, Michael Bay, Michael Mann, Miami movies, Spike Lee, high budget movies, Beverly Hills Cop, and why no one knows what to do with poor Eva Mendes.Thememusic by Jonworthymusic.Powered by

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70:40

Crossroads

A Tripp Through Comedy ·

2026/01/22

Our exit today has us realizing that we’re not a girl but not yet a woman. This week, we are talking about the Britney Spears vehicle Crossroads, written by Shonda Rhimes and directed by Tamra Davis.While we spend a lot of time discussing Britney Spears (and defending her from our greatest enemy, the Razzie Awards), we also talk Shondaland, the Nintendo Power Glove, road trip movies, karaoke song choices, punk rock, bizarre age differences, Joan Jett, movies as commercials, Glitter, musicians turned

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60:53

Birthday Girl

A Tripp Through Comedy ·

2026/01/15

Our exit today has us meeting our Russian bride who we met on the internet. This week, we are talking about Birthday Girl, written by Jez and Tom Butterworth and directed by Jez Butterworth. Our ride begins with a lot of talk as to whether this movie is a comedy or not. And then, along the way, we finally get a chance to dive into the career of Nicole Kidman, along with French cinema, Mark Rylance, British theatre, dark comedies, The Coen Brothers, Fargo, delayed releases, trust falls, and plot

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78:23

Action Spoofs: Kung Pow! Enter the Fist and...

A Tripp Through Comedy ·

2026/01/08

Our exit today has us fighting The Man and an evil council of French aliens. This week, we are looking at two spoof films that took on popular genres. The first is Kung Pow: Enter the Fist, written and directed by Steve Oedekerk. Next, we will talk about Undercover Brother, written by John Ridley and Michael McCullers and directed by Malcolm D. Lee.Along the way, in addition to talking Kung Fu and Blaxploitation, we talk Mystery Science Theatre 3000, Neil Patrick Harris, Will Smith, Charlie Sheen,

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73:39

Bonus Season: Charlie's Angels

A Tripp Through Comedy ·

2025/12/25

Our exit today has us talking about several independent women. This week, we are talking about Charlie’s Angels, written by Ryan Rowe, Ed Solomon and John August and directed by McG.In addition to podcast favorites Drew Barrymore and Lucy Liu, this gives us our first chance to really dive into the careers of Cameron Diaz and Bill Murray. Plus, the MTV Movie Awards, Jerry Bruckheimer, Tripp's lack of patience for Tom Green, Crispin Glover, quick-cutting action, and a long awaited chance for the guys

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60:58

Bonus Episode: Simply Irresistable

A Tripp Through Comedy ·

2025/12/18

Our exit today has us taking cooking lessons from a magical crab. This week, we are talking about Simply Irresistible, written by Judith Roberts and directed by Mark Tarlov.Along the way, as we try to parse out what happens in this bizarre film, we also discuss Christopher Durang, dream casting, food movies, and a bizarre Roger Ebert review!Thememusic by Jonworthymusic.Powered by RiversideFM.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠CFF Films⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ with

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73:52

Bonus Season: Varsity Blues

A Tripp Through Comedy ·

2025/12/11

Our exit today has us trying to win the division championship in football. This week, we are talking about Varsity Blues, written by W. Peter Iliff and directed by Brian Robbins.In addition to whipped cream bikinis and Not Another Teen Movie, we touch on Friday Night Lights, football movies, Tom Clancy films, Will Smith, Point Break, Dawson's Creek, and whether a certain Oscar winner in this film is bringing his A game of not.Thememusic by Jonworthymusic.Powered by

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80:24

2001 Stapler Awards

A Tripp Through Comedy ·

2025/11/27

Our exit today finds us celebrating Thanksgiving with a giving of thanks to all the wonderful films we covered in our 2001 season. It's the performances, laughs, ensembles, and National Treasures we loved this year!Theme music by Jonworthymusic.Powered by RiversideFM.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠CFF Films⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ with Ross and friends.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Movies We've Covered on the

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101:38

The Crime Comedies That Came Out on October 12, 2001...

A Tripp Through Comedy ·

2025/10/23

Our exit today has us living a life of crime. This week, we are talking about two films that came out the same weekend and both are comedies centered around criminal enterprises. First, we are going to be talking about Bandits, written by Harley Peyton and directed by Barry Levinson. Next, we will talk about Corky Romano, written by David Garrett and Jason Ward and directed by Rob Pritts. One comes with big names stars and a big name director while the other is led by a SNL standout trying to become

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62:26

Serendipity

A Tripp Through Comedy ·

2025/10/16

Our exit today has us searching for Love in the Time of Cholera. This week, we are talking about Serendipity, written by Marc Klein and directed by Peter Chelsom.Along the way, we talk Jeremy Piven, great high-concept romantic comedies, Town & Country, Underworld, Jane Austen adaptation, Shakespeare, Eugene Levy, hot chocolate in New York, and Tripp goes in deep with the Saturn awards.Thememusic by Jonworthymusic.Powered by RiversideFM.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠CFF

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98:04

Zoolander (with Steve Greene)

A Tripp Through Comedy ·

2025/10/09

Our exit today has us finally being able to turn left! This week, we are talking about Zoolander, written by Drake Sargent, Ben Stiller, and John Hamburg and directed by Ben Stiller. And with a movie with so many cameos, we needed a third head and invited along our buddy Steve Greene!Along the way, we talk about Jim Carrey in the 90s, fashion, Ben Stiller, Christine Taylor, Jon Voight and Angelina Jolie's estrangement, the VH1 fashion awards, Danny Boyle, and the shadow of 9/11 on the film industry

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78:43

Rock Star (with Mik Dempsey)

A Tripp Through Comedy ·

2025/10/02

Our exit today has us standing up and shouting! This week, we are talking about Rock Star, written by John Stockwell and directed by Stephen Herek. And we have brought along our own metalhead, Heroine Sentinel vocalist Mik Dempsey to unpack it with us.Along the way, we of course discuss Boogie Nights, This Is Spinal Tap, and Almost Famous. But we also touch on Timothy Spall and Harry Potter, Jason Flemyng and The Red Violin, Zakk Wylde, Jeff Pilson, Judas Priest, Beth Grant, "Weird" Al, Metallica,

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72:07

Jay and Silent Bob Strike Back

A Tripp Through Comedy ·

2025/09/25

Our exit today has us trying to stop a movie being made based on our likenesses. This week, we are talking about Jay and Silent Bob Strike Back, written and directed by Kevin Smith.Along the way, we again return to the work of Kevin Smith after our Dogma episode and the View Askew-a-verse. But we also discuss Ben Affleck, Chasing Amy, meta-narratives, Hollywood satire, cameos, homophobia, Will Ferrell, Shannon Elizabeth, the episodes that work and those that don't, a lot of blowjob jokes, and how

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84:22

Rat Race (with Thomas Todd)

A Tripp Through Comedy ·

2025/09/11

Our exit today has us realizing we should have bought a squirrel. This week, we are talking about Rat Race, written by Andy Breckman and directed by Jerry Zucker. And at the airport, we picked up our very calm friend, Quizmaster Thomas Todd.Along the way, we all discuss the various influences on this film, favorite performances, Ross' crush on Amy Smart, how similar Tripp is to the family in this film, inflation, gambling, Robert Benigni, Jeopardy!, weird indies, movies for the whole family, great

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77:31

American Pie 2

A Tripp Through Comedy ·

2025/09/04

Our exit today has us throwing a big end of summer bash at our lake house. This week, we are talking about American Pie 2, written by Adam Herz with a story by Adam Herz and David H. Steinberg and directed by J.B. Rogers.In addition to many comparisons to the original film (also covered on this podcast!), there is talk of How I Met Your Mother, Porky's, Michigan geography, Connecticut movies, Say It Isn't So, unrated DVDs, and Julia Roberts. Plus, Ross misses one of the plot points of the movie and

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3:27

BONUS EPISODE: Roger Ebert's Wet Hot American Summer...

A Tripp Through Comedy ·

2025/08/24

As hinted at on last week's WET HOT AMERICAN SUMMER episode, Tripp decided to torture poor Ross and Jim with a musical rendition of Roger Ebert's One-Star review of the film. The views and opinions expressed in this song are those of the late great Roger Ebert and do not necessarily reflect the views or positions of the podcast or its hosts.

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102:37

Wet Hot American Summer (with Jim Laczkowski)

A Tripp Through Comedy ·

2025/08/21

Our exit today has us having nothing to fear because it’s only desire taking us higher and higher. This week, we are talking about Wet Hot American Summer, written by Michael Showalter and David Wain and directed by David Wain. And our conversation includes one of the film's biggest fans, The Director's Club host Jim Laczkowski!Along the way, we discuss this amazing cast, including Paul Rudd, Janeane Garofalo, Bradley Cooper, and David Hyde Pierce, along with our own summer camp experiences. Plus,

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77:29

Spoof Movies: Scary Movie 2 and Not Another Teen Movie

A Tripp Through Comedy ·

2025/08/07

Our exit today has us fighting ghosts and trying to get a date to another prom. This week, we are looking at two spoofs that attempt to satirize two genres that were very big at the time. First, we are going to talk about Scary Movie 2, written by Shawn Wayans, Marlon Wayans, Alyson Fouse, Greg Grabianski, Dave Polsky, Michael Anthony Snowden, and Craig Wayans and directed by Keenen Ivory Wayans. Next, we are going to talk about Not Another Teen Movie, written by Mike Bender, Adam Jay Epstein,

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71:45

Legally Blonde

A Tripp Through Comedy ·

2025/07/31

It's our second anniversary episode! Our exit today has us going to law school because, what like it’s hard? This week, we are talking about Legally Blonde, written by Karen McCullah and Kirsten Smith and directed by Robert Luketic.In addition to Reese Witherspoon and Jennifer Coolidge talk, we discuss stereotypes, musicals, Clueless, Wes Anderson, Scooby Doo, law school, Professor McGonagall, Coppolas, the 1950 Best Actress race, and Ross shuts down all rumors of a pantsless Marlon

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67:21

Bridget Jones's Diary

A Tripp Through Comedy ·

2025/05/29

Our exit today has us being recognized for that one hit wonder we wrote in the 80s. This week, we are talking about Bridget Jones’s Diary, written by Helen Fielding, Andrew Davies, and Richard Curtis, and directed by Sharon Maguire. Along with debating the dreamiest Mr. Darcy, we talk casting rumors, belated sequels, soundtracks, the year of Jim Broadbent, Austen adaptations, the allure of Hugh Grant, accents, Salman Rushdie, uncomfortable humor, and Mission Impossible.Theme music by

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33 results

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