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The Rewatchables

‘There’s Something About Mary’ With Bill Simmons, Chris Ryan, and Sean Fennessey

5/5/20261 hr 49 min

The Ringer’s Bill Simmons, Chris Ryan, and Sean Fennessey try to figure out how Ted got the frank above the beans after rewatching the 1998 comedy classic ‘There’s Something About Mary,’ starring Ben Stiller, Cameron Diaz, and Matt Dillon.

Producers: Craig Horlbeck, Chia Hao Tat, Eduardo Ocampo, and Matt Pevic

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Clips

Is Mary the perfect girl?
Reassessing Warren portrayal
Ben Stiller becomes a star
Why hasn’t it endured?
Stiller’s “straight man” masterclass
Who really won the movie?
Kicking off R-rated comedy boom
Should Mary have been nominated?

Transcript preview

First 90 seconds

  1. Speaker 00:00

    [train horn blows] [jingle] Welcome aboard Via Rail. Board and enjoy. Board and relax. [slurping] Sip. [pages turning] Read. [snoring] Oh, that too. And enjoy. Via Rail, the way we like.

  2. Bill Simmons· Host0:20

    [drum music] The Rewatchables is brought to you by The Ringer podcast network, where you can find The Big Picture with Sean Fennessey, now newsletter writer.

  3. Sean Fennessey· Host0:28

    Yes, that's right.

  4. Bill Simmons· Host0:28

    Projections.

  5. Sean Fennessey· Host0:29

    That's right.

  6. Bill Simmons· Host0:30

    How's that going for you?

  7. Sean Fennessey· Host0:30

    Very well. As you know, writing is very easy, and so it's b- been coming along nicely. Thank you for asking.

  8. Bill Simmons· Host0:36

    How much sleep have you had the last two weeks?

  9. Sean Fennessey· Host0:37

    I'm sleeping very well. It's the writing that is the challenge.

  10. Bill Simmons· Host0:40

    Okay.

  11. Sean Fennessey· Host0:40

    Uh, so I'm working on it.

  12. Chris Ryan· Host0:41

    I offered to edit it today, and he- Yeah ... rejected that.

  13. Bill Simmons· Host0:43

    Did he really?

  14. Chris Ryan· Host0:44

    Yeah.

  15. Sean Fennessey· Host0:44

    Sent no thanks.

  16. Bill Simmons· Host0:45

    Do you have an editing team?

  17. Sean Fennessey· Host0:45

    Yeah, vast fleet- [laughs] ... of very skilled men and women- Claude ... that I work with closely.

  18. Chris Ryan· Host0:50

    Uh, GPT.

  19. Sean Fennessey· Host0:52

    Yeah, yeah. [laughs] [laughs] All them. No, I would... No.

  20. Chris Ryan· Host0:54

    I know. I know.

  21. Sean Fennessey· Host0:54

    I would never do that.

  22. Chris Ryan· Host0:55

    I know.

  23. Bill Simmons· Host0:56

    Are you gonna allow people to come in for a guest paragraph on Physical Media?

  24. Sean Fennessey· Host0:59

    This is the second- Ooh ... time that you've asked- 'Cause I'm- ... if you can come in for a guest paragraph.

  25. Bill Simmons· Host1:03

    Well, that's all I'm capable of is a paragraph.

  26. Chris Ryan· Host1:05

    Yeah, you say that, but then you're gonna be like, "Actually, I just kinda let it riff."

  27. Bill Simmons· Host1:08

    Like 5,000 words.

  28. Chris Ryan· Host1:09

    Yeah.

  29. Bill Simmons· Host1:09

    CR, what are you up to? You still working?

  30. Chris Ryan· Host1:11

    My real passion is my hobby. [laughs] [laughs] Which is working with Andy Greenwald on The Watch.

  31. Bill Simmons· Host1:19

    [laughs] [laughs] Sounds great. Uh, There's Something About Mary, a classic, and it's next. This episode is brought to you by Apple

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