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The Rewatchables · May 5, 2026

There's Something About Mary

host Bill Simmons host Chris Ryan host Sean Fennessey producer Craig Horlbeck

Casting what-if: The Drew Bledsoe cameo possibility and alternate Ted and Healy actors
What aged worst: Brett Favre’s cameo
Needle drop: “Build Me Up Buttercup”

All 27 categories

Cruise or Hanks Tom Hanks
“That Guy” Award Richard Tyson
Scorsese or Spielberg Martin Scorsese

The Stephen A. Smith Hottest Take Award · 1:10:35

Ted may be the most deranged suitor

Bill Simmons: Ted is argued to be as deranged as Mary’s other pursuers

Chris Ryan: Drew Bledsoe reportedly declined the football-star cameo after a public nightclub incident

The Neil McCauley “A Book about Metals” Award for Best Line from the Movie · 1:02:49

The movie’s dense exchanges and Pat Healy’s elaborate deception supply the quoted favorites

A belated best-quote prompt introduces several dialogue exchanges

The film

There's Something About Mary (1998)

Directed by Peter Farrelly and Bobby Farrelly · Comedy

119 minutes

IMDb Find on JustWatch Find on Rotten Tomatoes

Cast

Selected cast credits · Film reference

Cameron Diaz Mary Jensen

Matt Dillon Pat Healy

Ben Stiller Ted Stroehmann

Lee Evans Tucker/Norm Phipps

Chris Elliott Dom "Woogie" Woganowski, Mary's ex-boyfriend who became obsessed with her to the point where she took out a restraining order against him

Lin Shaye Magda, Mary's neighbor and friend

Jeffrey Tambor Sully, Healy's friend and contact in Miami

Markie Post Sheila Jensen, Mary and Warren's mother

W. Earl Brown Warren Jensen, Mary's intellectually disabled brother who is very protective of his ears

Keith David Charlie, Mary and Warren's stepfather

Sarah Silverman Brenda, Mary's sarcastic best friend

Khandi Alexander Joanie, another of Mary's friends

Richard Tyson Detective Krevoy

Rob Moran Detective Stabler

Willie Garson Dr. Bob "Zit Face", Ted's chiropractor and friend from high school

Harland Williams The Hitchhiker

Brett Favre himself, Mary's ex-boyfriend whom she broke up with after Tucker lied to her about him

Steve Sweeney Police Officer

Jonathan Richman Jonathan

Tommy Larkins Tommy

Lenny Clarke Fireman

Richard Jenkins Psychiatrist

Everything from the episode

In the order the hosts got to it. Open a row for the discussion.

Sources

The episode

Episode identity, air date and credited participants come from the official podcast listing. Of the producers, only the show's lead producer is credited.

Official episode Podcast feed

Conversation notes

These are paraphrased notes from a machine transcript, not recording-verified quotations. Unidentified speakers stay unattributed. Transcript review does not guarantee every topic or category was captured.

Playback times may shift because of ads and edits.

Read the source transcript

Movie facts

Release year, director, runtime and selected cast credits are gathered separately from the discussion. Genre tags are editorial browsing labels.

Film reference IMDb