Son of a Boy Dad #354: Will Angus

Podcast by Barstool Sports | November 20, 2025

Episode Overview

This episode welcomes comedian and actor Will Angus as the featured guest. The hosts (Roan, Harry, and Francis) guide a conversation that floats between deadpan personal anecdotes, bro-y bits, contemplative banter about life changes, and Will’s career. The episode embodies the show's signature style: modern slacker comedy with warm sarcasm, riffing, and surprising sincerity. Topics include surviving NYC winters, masculinity, comedic rap failures, gun safety mishaps, industry woes, and generational confusion.

Key Discussion Points & Insights

1. Introductions, Gifts, and NYC Winter

• Will is greeted as “Sasquatch” and “Sassy” as the episode eases in with group banter.

• The crew gifts Will a battle rap event shirt, which he jokes he'll add to his T-shirt quilt, appreciating the thoughtful gesture ([07:44]).

  • [07:44] Will: “Would you be upset if I added [this shirt] to my T-shirt quilt? …I’d just love to snooze under this.”

• Discussion about the misery of NYC's dark, cold winter – a recurring theme with Will (from Dallas/LA) lamenting his first New York winter.

  • Will struggles to adapt: “I don’t know how there’s not a line out every building to jump off the roof.” ([13:50])
  • Harry and Francis offer “getting into coats” as a Northeast survival mechanism. Buying a new coat becomes the high point of suffering through winter ([14:18]).

2. Golf Course Vandalism & Groundskeeping

• Harry tells an over-the-top story about vandals ruining his golf course's green with vehicles right before a big tournament ([03:46–04:59]).
  • Groundskeepers called "magicians" for their overnight fix.
  • Digressions about turf management majors and the cult knowledge around sports field care.

3. Physical Wellness, Masculinity & Gym Talk

• Roan asks Will why his "forearms are so jacked.”
  • Will: “It’s the only way to maintain my sanity out here.” ([10:31])
  • Joking about training for war, prepping for a draft, and competing in macho lat spreads ([10:36–11:12]).
    • The crew riffs on undercarriage hygiene, thick thighs, and “featureless penises” for comic relief.

4. Shoes, Stealing Valor, and Ludicrous Brags

• Extended joke about shoe size, with hosts confessing lies about their foot size for clout, and roasting Ludacris for rapping about “seven and a half gators” ([43:11]).
  • [43:26] Roan: "That’s not a whole foot—Ludacris is bragging about a seven and a half is crazy."

5. Fish Week & Outing Disasters

• Tales from “Fish Week”: fishing trips gone wrong, weapons mishaps, falling into rivers, and general lack of outdoorsy competence.
  • "Within all within like 30 minutes...Francis fell asleep, Ron fell in the water, and I broke my rod." ([26:32])
• The group jokes about combining their limited skills—fishing, shooting, making fires—into "one Captain Planet-type Outdoorsman."
  • “Together, our powers combined, we would survive. Unfortunately, we don't get along, so we will never coalesce.” ([27:21–27:23])

6. Millennial/Gen Z Blurred Lines & Generational Bits

• Will, aged 29, jokes about being lost between generational labels.
  • Harry: “Goddamn geriatric soul over here.” ([71:16])
  • Debate on whether he's "Zillennial" or "Gen A," leading to a Forrest Gump reference ([71:39–71:54]).

7. The Hollywood Recession

• Will discusses how skilled camera/sound workers are struggling for work: “Some of the talented DPs helping us around the office are asking if we need help cleaning because there’s just no work.” ([68:50])
• SORA and AI are blamed for making content but cutting jobs ([69:57]).
• Off-color joke confusion about “DP” (director of photography vs. double penetration), in classic Barstool fashion.

8. Music, Rap Failures, & Embarrassing Artistic Childhoods

• Discussion about childhood and college-era attempts at rapping and making beats. Francis rapped for Ludacris (!), Will admits to terrible Lonely Island-inspired recordings ([56:22]).
  • Will: “We were absolutely hammered trying to do a Lonely Island type song junior year and it’s the worst piece of shit ever made. We looked at each other like, we have to kill ourselves.” ([56:55])
• Francis: “Everyone, I feel like, has that desire. Like, I could do it if I just figured it out.” ([57:27–57:32])

9. Comedy, AI, & Cultural Weirdness

• Will takes a moment to describe “YouTube Poop” as the ur-prototype for current surreal meme content, and jokes about writing a thesis on it ([70:29]).
• Banter about NPR humor (“Wait, Wait, Don’t Tell Me”), ChatGPT hiring TaskRabbit to solve CAPTCHAs, and unsettling mixes of highbrow/lowbrow culture ([37:03–39:07]).

10. Will’s Film Project with Luca Guadagnino

• The group pivots to Will’s appearance in an upcoming Luca Guadagnino film, shot in Italy.
  • Will plays down expectations: “I’m definitely not going to be a star. The cast is stacked in this movie. I’m going to be overshadowed by everybody.” ([65:27])
  • “Well, the second I realized I was the least important person in the movie, I nuked every take because I realized it wasn’t going to do anything for me.” ([66:03])
• Comic riffing on how only in porn can you be called a star for your very first film ([64:45]).

11. Sappy Support & The Almost Friday Podcast

• Closing notes shower Will with support and plug his "Almost Friday" podcast and sketches, as well as his collaborations with roommate/friend Liam. ([74:44])
  • “Please keep watching [our sketches]. We need the views. We need to generate some revenue.” ([72:56])
• Banter about living with friends, “common law” relationships, and managing each other's health (“I take care of him and I take him to the doctor when he needs it.”) ([75:30])

Notable Quotes & Memorable Moments

• On NYC Winter & Mental Health:
  • Will: “I don’t know how there’s not a line out every building to jump off the roof.” ([13:50])
• On Golf Greens:
  • Harry: "The grounds crew is a group of magicians...did a remarkable job of laying an entirely new green down the day that the tournament started." ([04:43])
• On Trying to be Artists:
  • Will: "We looked at each other like, we have to take our own lives… If I ever have a chance of having a career, this has to die here, dude, or I'll kill all of you." ([56:57])
• On Being Discovered:
  • Harry: “Every time I leave the house is an opportunity, is an interview. And I need to walk down the street with no sunglasses, no hat on, you know, looking the part.” ([59:02])
• On Gen Divides:
  • Harry: “Goddamn geriatric soul over here.” ([71:16])
• On Movie Stardom:
  • Will: “I’m definitely not going to be a star. The cast is stacked in this movie. I’m going to be overshadowed by everybody.” ([65:27])
• On Podcasting and Comedy:
  • Francis: "We like to say things in confidence, and then when they're wrong, we say, it's a comedy podcast." ([40:15])

Timestamps of Major Segments

• 07:44 — Will receives and reacts to his battle rap event shirt gift
• 13:50 — Will on NYC winters and existential dread
• 27:12 — “Captain Planet” ensemble: combining half-skills to make an outdoorsman
• 43:11 — Ludacris and shoe size bravado
• 65:27 — Will on not being “a star” in the new movie
• 66:03 — “I nuked every take...” (on being the least important on set)
• 72:56 — Will’s humble plug: “Please keep watching them. We need the views.”
• 74:44 — Almost Friday Podcast, roommate bits, closing support

Tone & Vibe

• Self-effacing, irreverent, bro-humor (with more sincerity than first appears)
• Replete with deadpan anecdotes, self-roasts, and moments of real-life vulnerability woven among bits and hyperbole
• Will fits the boyish, drifting comic worldview: poking fun at “trying to learn how to be a man,” failing, and finding camaraderie in the mess.

For Listeners Who Missed It

This episode is a meandering, emotionally sincere, and consistently funny group hang with a dash of inside-baseball from content creators surviving post-pandemic, post-college, post-traditional media landscapes. Will Angus brings dry humor and honest self-doubt, fitting right in with the Son of a Boy Dad’s unique recipe of self-mocking masculinity and sidewise heart.

Recommended for: fans of bro-com and podcasting culture, anyone curious about “making it” in comedy/content in 2025, and listeners who appreciate humor that’s one part bit, one part unexpectedly real.