Son of a Boy Dad #357: "Be Funnier"

Date: December 4, 2025
Hosts: Harry (Lil Sasquatch), Roan (Rone), Francis
Podcast: Barstool Sports

Episode Overview

This episode features the trio’s signature freewheeling conversation—jumping from pop culture and personal anecdotes to hot takes on everything from streaming platforms to IHOP. Central to the theme is Harry (Lil Sasquatch)'s self-deprecating journey after dropping out of college, leaning on his co-hosts for tips about adulthood and life skills. The episode’s highlight is an unexpected, heartfelt (and hilarious) gift from Francis to Harry—a signed Louis CK book with the inscription "Be Funnier," which serves as both a roast and encouragement. The guys riff off that moment into a winding, irreverent, and always-entertaining episode.

Key Discussion Points and Insights

1. Pilates, Ass Pain, and Masculinity

• [01:23] The show launches with Harry complaining about his sore glutes from a women’s Pilates class. The crew jokes about hands-on instructor adjustments, with Francis quipping:

  “I would only allow the gay man to do [the adjustments], right? Because if you had a woman doing it, it would disrupt the sanctity of your deep Muslim faith.”
  — Francis ([02:28])

2. Random Banter: Grammar, Boats, and Swum vs. Swam

• [03:47] The trio gets lost in a debate about the correct past participle of "swim." Francis insists “swum” is grammatically correct, sparking running jokes about grammar policing.

  “If you ever try to correct my grammar again, you need to know you are in the wrong fucking classroom.”
  — Francis ([04:42])

3. Fake Reading and Distressed Guitars

• [06:32] They reminisce about pretending to be heavy readers, destroying books to look well-read (“performative male reader”).
• [07:24] A childhood friend “distresses” a guitar to seem more authentic; the guys poke fun at the lengths people go to for image.

  “He destroyed this on purpose… drove [the guitar] over with his car.”
  — Roan ([07:03])

4. Music Tangents: Ed Sheeran’s Non-Homelessness and The Beatles

• [08:43] Roan mistakenly insists Ed Sheeran (“Teddy”) was homeless, confusing him with Jewel.
• [09:49] Discussion turns to the movie Yesterday (the world forgets the Beatles except for one guy).

  “It’s a good movie but it doesn’t make sense at all.”
  — Roan ([10:30])

5. Streaming Services and the Cliffhanger Economy

• [11:36, 13:05] The group vents about the annoyance of streaming service tiers (Peacock Premium, etc.), and the tricks of cliffhangers in TV miniseries.

  “We’ve moved into a place of zero attention span… now it’s just cliffhangers, pulpy, pulpy network shows.”
  — Francis ([14:07])

• Roan tries to sell Francis on an “insane” twist in All Her Fault; Francis resists.

6. Height Gaps, Dating, and Basketball Offspring

• [20:10] The group riffs on tall men dating much shorter women, poking fun at “freakshow” celebrity couples and poking at evolutionary outcomes.

  “A two-foot height difference is worse than like a 30 year age gap.”
  — Roan ([21:08])

7. Delaware Propaganda and Adult Life Upgrades

• [38:54] Harry raves about Delaware as the future: cheap homes, no sales tax, less Ethiopian food than D.C.
• Notable factual tangent: “Delaware is the first state—screen door factories, LLCs, no sales tax.”
  — Harry/Francis ([40:02 - 40:26])

8. Autograph Gifts: The Highlight

• [24:49] Francis tells a story about bringing a book to the Comedy Cellar, having Louis CK sign it for Harry:

  “It says, ‘Harry—Be Funnier.’ Louis signed the book for you.”
  — Francis ([25:31])

• Harry is delighted (“That’s so fucking cool, that’s sick, that’s awesome!” [26:54])
• They debate the value of adult autograph collecting and man caves, leading to further classic banter:

  “Memorabilia seems a little childish… but, you know, I was an autograph hound.”
  — Francis ([30:08])

9. Secret Doors and Whiskey Walls: The Man Cave Escalation

• [31:36] Dreaming up the ultimate man cave—bookshelf secret doors, whiskey cellars, timeless decor, and the challenges of wealth-based flexes.

10. Booze: Hard Liquor Preferences and Growing Up

• [35:00] The guys dissect whiskey culture, admitting they can’t stand drinking it neat, and joke about post-college drinking life.

  “I probably have ordered a straight bourbon twice in my entire life, and both times I think I had one sip.”
  — Roan ([35:44])

11. Laundry, Household Tasks, and Fame

• [59:22] Francis, to Harry:

  “I certainly hope that my time never becomes so scarce that I can no longer do my own laundry. I love doing my laundry.”
  Harry and Roan disagree, dreaming of being rich enough to never do chores.

12. Preserving the Pod: Succession Jokes and Safety Protocols

• [61:04] The hosts joke about not flying together, saving Son of a Boy Dad’s “succession line.”

  “Us three aren’t allowed to fly together. One of us has to carry the mantle. It’s like Saving Private Ryan.”
  — Harry ([60:56])

13. Guns, Airsoft, and Jackass Stunts

• [78:00-81:00] Airsoft gun stories, distressing toy guns, Jackass stunts with riot control devices and porta-potties.

14. Pancake Memories, IHOP, and the Dark Side of 24/7 Diners

• [73:09] Harry waxes nostalgically about IHOP’s “pig in a blanket.” Roan complains about the place’s decline, recounting wild late-night scenes.

  "If you could start a food fight in IHOP, they wouldn't even notice."
  — Francis ([74:25])

• Final story: Philadelphia IHOP with an armed guard who shot someone—showing the strange realities of American diners today.

Notable Quotes & Memorable Moments

• On being funnier:

  "Harry—Be Funnier."
  — Louis CK inscription via Francis ([25:31])

• On housing dreams:

  “The dream is just any secret door… you can’t give up on that dream.”
  — Roan ([31:45])

• On height in relationships:

  “A two-foot height difference is worse than like a 30 year age gap.”
  — Roan ([21:08])

• On chores and adulthood:

  “Doing your laundry... That is not a fame thing.”
  — Harry ([59:48])

• On IHOP’s lawlessness:

  “You could frisbee a Rudy Tooty Fresh and Fruity at somebody and… there’d be no recourse.”
  — Harry ([74:27])

Timestamps for Important Segments

• [01:23] – Sore glutes, Pilates, and masculinity jokes
• [03:47] – Grammar argument (“swum” vs. “swam”)
• [07:24] – Distressed guitars and performative cool
• [09:49] – Yesterday (Beatles movie) debate
• [11:36-15:00] – Streaming service tiers and “cliffhanger TV”
• [24:49-26:54] – The Louis CK signed book moment
• [31:36-34:07] – Secret doors and whiskey cellars
• [59:22-60:00] – Chores, laundry, and adulthood
• [73:09-76:47] – IHOP decline and late-night chaos
• [78:00-80:55] – Airsoft vs. BB guns, Jackass stunts

Overall Tone

The episode is fast, loose, and full of self-aware, irreverent humor—embracing tangents, roasting each other, and finding comic gold in the mundane. The "be funnier" theme runs through the show, exemplified not just in the Louis CK gift but in the relentless urge to top each other with weirder stories and takes. For listeners, this is classic Son of a Boy Dad: absurd, insightful, and always funny.