Bad Friends — Ep. 300: Shane Gillis Confronts Bobby
Hosts: Bobby Lee & Andrew Santino
Guest: Shane Gillis (with appearances by Mark Normand, Ms. Lee—Bobby’s mom, Carlos, and others)
Released: Dec 15, 2025
Episode Overview
The celebratory 300th episode of Bad Friends brings a chaotic, hilarious, and sometimes touching roundtable featuring Bobby Lee, Andrew Santino, and special guest Shane Gillis, along with Mark Normand and Bobby’s mom, Ms. Lee. True to form, the episode centers around irreverent comedy, confessions, a heart-to-heart confrontation between Bobby and Shane, struggles of comedians acting, and plenty of personal stories. The hosts reflect on their history, their friendship, and their journey as comics, mixing crude humor with moments of genuine vulnerability.
Main Segments & Key Discussion Points
1. Opening & Welcoming Shane Gillis (00:42 – 02:35)
- The crew excitedly announces their 300th episode, recorded in Phoenix, AZ.
- Santino enthusiastically welcomes Shane Gillis, introducing him as “top dog” and a favorite among comics.
- Immediate playful tension as Santino prompts Bobby to address past mean comments to Shane, referencing a 50-episode-old roast.
- Bobby performs a public apology for calling Shane a “corpse” and admits he felt bad (“I really admire you, and I hope you forgive me.” — Bobby, 04:38).
Notable Quote:
"You want Asian magic? That's Asian magic, dude." — Bobby Lee (01:55)
2. Shane & Bobby’s Confrontation & Reconciliation (02:57 – 04:49)
- Shane jokes about being hurt by Bobby’s past comments; Bobby makes a sincere, if awkward, apology.
- Santino goads Bobby: “I wanted to make it public on the show.” (03:57)
- Brief, heartfelt back-and-forth as the comics rib one another with affection and self-deprecation.
Notable Quote:
“When I said it, I felt bad… I shouldn’t’ve attacked you in that way. I really admire you, and I hope you forgive me.” — Bobby Lee (04:22)
3. Rivalry, Success, and the Comedy Grind (04:50 – 06:48)
- Bobby admits envy when friends’ successes are brought up but maintains it comes from insecurity, not resentment.
- Santino teases Bobby about his reaction to Shane’s accomplishments (like headlining at football stadiums).
- Discussion shifts to stand-up venues, jealousy among comics, and the feeling of being “washed up” as younger peers rise.
Notable Quote:
“You’re doing yuck yucks in these smaller places… He’s young and great and you’re old and it’s over.” — Santino (06:01)
4. Road Stories: Strip Clubs & Airport Outbursts (07:14 – 10:54)
- Bobby recounts wild nights, strip club escapades (“I spent $2700, nothing… No handy. Nothing.” — Bobby, 07:38), and awkward runway stories.
- Frustration at the airport—Bobby refuses to let a late passenger jump the line, confesses feeling guilty.
- More self-deprecation and ribbing by the crew about Bobby’s relatable grumpiness.
5. Comedians on the Road: Weariness and Hotel Rituals (11:00 – 15:16)
- All guests admit to being exhausted, humorously blaming it on touring and age.
- A candid roundtable: how soon comics masturbate in hotel rooms, the decline of masculinity with age (“Just a Visine drop and that’s it.” — Bobby, 14:37), and the shared misery and rituals of comedian life.
- The group reflects on aging as comics, the oddities of the road, and the changing energy of performance.
6. Impressions & Comic Mimicry (15:28 – 17:47)
- Mark Normand and Bobby do impressions—of each other and of other comics.
- Normand’s instantly recognizable “I’m gay!” catchphrase makes the rounds.
- Bobby does his “gangster” and “British guy” voices to group laughter.
- The group playfully debates the legacy and status of sketch shows like MADtv versus SNL.
Notable Quote:
“If SNL is Coca Cola, Mad TV was Pepsi.” — Santino (17:27)
7. Acting as Comedians: Reluctance & Anecdotes (17:48 – 26:38)
- Stories about failed and awkward auditions, with Mark and Shane expressing how unnatural acting feels compared to stand-up.
- Bobby shares a cringeworthy story about a solemn moment in Budapest on a Jamie Lee Curtis set, which he kills with an out-of-place joke about the Holocaust memorial (“It could have been a midget.”)
- Laments about the “cool guy” auditioners who never memorize lines—and always get the part.
- Bobby recalls being intimidated on MADtv and back at the bottom of the ladder when the show ended, despite its now-famous alumni.
Notable Quote:
“There’s certain actors that bring the sides in… and they come out smiling, ‘Thanks a lot, Tim,’ and they love that guy.” — Santino (25:54)
8. Tires: The Show and Awkward Auditions (31:14 – 38:02)
- Shane offers Bobby a (jokingly racist) role on Tires, which Bobby refuses, not wanting to play a caricatured Asian stereotype.
- The crew makes Bobby audition in real time, leading to awkward, improv’d scenes. The cast tries—and hilariously fails—to coax a “real” performance from Bobby as nerves take over.
- The playful chaos highlights the insecurities comics have about acting and “fitting in” roles vs just being themselves.
Notable Quote:
“Dude, first of all, absolutely nervous right now, dude. I don’t want to do this right now, dude.” — Bobby Lee (36:14)
9. Family Time: Ms. Lee Joins the Pod (42:16 – 50:52)
- Bobby’s mother, Ms. Lee (“Mom”) enters for a heartfelt, hilarious segment.
- The guys quiz her on love, dating, Koreans, and her life: Ms. Lee is no-nonsense, witty, and warm.
- She discusses Korean War memories as a child (“Dead people on the street. To me, most like games, you know?” — Ms. Lee, 49:55), Japanese occupation, family history, and the differences in generations.
- Santino and Shane pepper her with questions, including whether she’d date a black man or a “round eye.” She reveals her high standards: “Six two, six three.” (43:26)
- The group sings “You Raise Me Up” (60:07), with several laugh-filled false starts and warm encouragement.
10. Reflections, Gratitude, and Farewell (55:54 – 61:01)
- The crew takes a sentimental turn, expressing gratitude for each other and the listeners at the 300-episode milestone.
- Bobby thanks Santino and his mother for their support and presence.
- The family discusses Bobby’s relationships, preferences (“He likes white girls. He doesn’t go for Korean girls.” — Ms. Lee, 58:45) and celebrates Ms. Lee’s longevity and role in Bobby’s recovery.
- The show closes on a warm, unified note with a (partial) family chorus of “You Raise Me Up.”
Memorable Quotes & Moments
-
On Friendship & Forgiveness:
“I really admire you, and I hope you forgive me.” — Bobby Lee to Shane Gillis (04:38) -
On Comic Jealousy and Aging:
“You’re doing yuck yucks in these smaller places… He’s young and great and you’re old and it’s over.” — Santino (06:01) -
On Comic Rituals on the Road:
“As you get older, you know what comes out? Just a Visine drop and that’s it.” — Bobby Lee (14:37) -
On the Japanese Occupation:
“We couldn’t eat because they took all our rice to Japan. You don’t take the rice.” — Ms. Lee (51:19) -
On Self-Acceptance:
“You got brain. Good brain. You respect your mom. That’s a good brain.” — Ms. Lee, to Bobby (59:48) -
On Parental Expectations:
“Well, you are over 50. I cannot control you.” — Ms. Lee, about Bobby’s dating life (58:26)
Episode Highlights by Timestamp
- 00:42: 300th episode kick-off, introducing Phoenix and Shane Gillis
- 03:02: Bobby’s public apology to Shane for an old roast
- 06:01: Santino’s roast of Bobby’s jealousy/insecurity about career progress
- 07:38: Bobby’s $2700 strip club story and existential crisis
- 14:37: Aging, masculinity, and bodily betrayals
- 17:27: The MADtv vs SNL comparison
- 23:14: Bobby’s infamous Holocaust memorial joke tale
- 36:14: Bobby’s nervous breakdown during “Tires” live audition
- 43:26: Ms. Lee jokes about dating a much younger, tall man
- 60:07: Family singalong, “You Raise Me Up”
Tone, Style, and Energy
The entire episode is a rollicking, unfiltered, and openly vulnerable conversation. Roast jokes and comic bits come layered with real admissions of regret, insecurity, and affection. Family humor and generational contrasts take on rare depth with the appearance of Ms. Lee, whose stark, honest memories of war and immigration add surprising perspective and emotion to the comic mayhem.
The camaraderie and chemistry among the comics is never more evident, especially in moments of mutual support, contrition, and loving mockery. The crew oscillates between crudeness, sincerity, and complete absurdity—all wrapped in the unique, fast-paced, and uproarious style Bad Friends fans cherish.
For New Listeners
This episode is a perfect showcase for what makes Bad Friends unique—intimate, raucous, at times deeply personal, and always unpredictable. Newcomers will come away with a sense of the real friendships behind the wild personas, as well as the hard-won lessons, neuroses, and love shared among top-tier comics.
Don't miss: The live, painfully awkward “Tires” audition debate (35:01–38:06), and the entire extended segment with Ms. Lee, which blends heart, history, and humor in a way only Bad Friends can.