Caitlin Peluffo, Usama Siddiquee, Joe List, Greg Fitzsimmons w/ Mark Normand & Sam Morril - We Might Be Drunk Podcast

Summary of Caitlin Peluffo, Usama Siddiquee, Joe List, Greg Fitzsimmons w/ Mark Normand & Sam Morril - We Might Be Drunk Podcast

by Sam Morril and Mark Normand

1h 31mJuly 6, 2026

Overview of We Might Be Drunk with Caitlin Peluffo, Usama Siddiquee, Joe List, and Greg Fitzsimmons

This episode is a loose, high-energy comedy hang centered on the new Netflix competition show Funny AF, with guests Caitlin Peluffo and Usama Siddiquee joining Sam Morril and Mark Normand, plus surprise drop-ins from Joe List and Greg Fitzsimmons. The conversation covers the stress, structure, and absurdity of comedy competitions, the art of roast writing, old-school TV comedy shows like Last Comic Standing and America’s Got Talent, and a long stretch of side banter about sports, hotels, plane etiquette, feet, and movie bathroom breaks.

Main Topic: Netflix’s Funny AF Experience

What the show was like

  • Caitlin and Usama described Funny AF as unusually well-produced for a comedy competition.
  • The show involved:
    • background checks
    • social media vetting
    • psych evaluations
    • multiple rounds in different cities
    • different formats including stand-up, roast, and crowd work
  • They said it was much less cruel than some past comedy competitions and allowed cursing, which made it feel more natural.

The pressure of the format

  • Contestants had to burn a lot of material across several rounds.
  • The format forced comics to constantly write strong openers, since opening jokes mattered a lot.
  • They said the roast round was especially stressful because the jokes were not tested in clubs first.

Results and aftermath

  • Ron Taylor won the competition.
  • Usama and Caitlin were both proud of making it deep into the show, with Caitlin saying the run helped boost her profile and ticket sales.
  • Several of them said the Netflix exposure brought a wider and more diverse audience than they were used to.

Comedy Competitions, TV, and Roast Culture

Comparing modern shows to Last Comic Standing and AGT

  • The group contrasted Netflix’s show with older network competition shows, noting that NBC-era productions were stricter, cleaner, and more stressful.
  • They recalled how Last Comic Standing and America’s Got Talent had:
    • stricter censorship
    • more layers of anxiety
    • awkward vetting and psych testing
    • judges who could be brutally honest or weirdly specific
  • Joe List and Sam both talked about how different the experience was from doing club sets.

Roast writing and the danger of bombing

  • A major section of the episode focused on writing roast jokes and surviving roast sets.
  • They discussed:
    • Marshawn Lynch roast material
    • Aaron Hernandez jokes
    • classic Comedy Central roast writing
    • how the best roast jokes are often short, brutal, and beautifully constructed
  • Several jokes were praised as all-time greats, especially joke-writing that felt “surface” but vicious.

Notable roast/TV anecdotes

  • Chris Rock was described as brilliant but not especially expressive as a laugher.
  • Norm Macdonald was remembered as both insightful and occasionally harsh.
  • They also discussed how some comedians were edited badly or got unfairly singled out in competition shows.

Side Banter and Recurring Bits

Sports talk

  • The conversation veered into Knicks mania and the city’s reaction to the team’s success.
  • They discussed bandwagon fandom, especially around New York teams, and how quickly people switch allegiances.
  • The World Cup trophy was mocked as being strangely small and unimpressive.
  • They also joked about the Stanley Cup being the superior trophy.

Pet peeves

  • One recurring segment focused on everyday annoyances:
    • hotel desks where staff go on break just when you’re next
    • barbacks who won’t jump in and help
    • airplane reading lights that hit the wrong seat
    • in-flight movies freezing at the worst possible moment
  • Caitlin added a strong sports-related peeve: Americans rooting for other countries in the World Cup.

Feet, WikiFeet, and random internet silliness

  • The group checked WikiFeet pages as part of the usual podcast chaos.
  • The bit turned into a riff on public feet being disgusting, especially in cities.
  • They also joked about how much the internet over-focuses on celebrity body parts.

Movies, bathroom breaks, and old stories

  • There was a long riff about how often the group has to pee in theaters.
  • They joked about:
    • missing major scenes because of bathroom breaks
    • websites that tell you the best time to use the bathroom during a movie
  • Greg Fitzsimmons shared an old story about walking into the wrong movie as a teen and bailing when it turned out to be Cruising.

Standout Takeaways

  • Funny AF gave the comics a real career boost, but it came with intense pressure and a lot of material loss.
  • Roast comedy was treated almost like its own craft discipline, with the panel praising sharp, economical joke writing.
  • The episode had a strong “comedian hang” energy: half industry war stories, half absurd tangents.
  • The guests came off as tight, fast, and very comfortable riffing with each other.

Tour and Show Mentions

  • Caitlin Peluffo and Usama Siddiquee both plugged upcoming dates.
  • Greg Fitzsimmons, Joe List, and the hosts also mentioned touring and club appearances.
  • The episode ended with the usual podcast-style sign-off and live-show promotion energy.