Bad Friends: "Bobby's Missed Connections"

Hosts: Bobby Lee & Andrew Santino
Guest/Producer Contributors: Fancy B, McCone, Carlos, Andres
Air Date: November 17, 2025

Episode Overview

In this lively and unpredictable episode, Bobby Lee returns from Spain to rejoin Andrew Santino and the Bad Friends crew. The episode sees the hosts riffing on missed romantic opportunities, the quirks of their friends and replacements, international crime, love, death, and how cultural differences shape everything from dating to dealing with bears. Between heartfelt admissions and their classic rapid-fire banter, Bobby and Andrew touch on everything from theft at the Louvre to vegan guilt, prison reform, and the oddest Uber experiences. The discussion keeps a comedic, irreverent tone, punctuated by hilarious storytelling and spontaneous detours.

Key Discussion Points & Insights

1. Bobby Returns and the "Replacement" Saga

• [00:44] The show opens with Bobby’s boisterous return from Spain.
  • Andrew jokes about replacing Bobby with “the Big C,” referencing a recent episode with a guest co-host.
• The crew discusses their affection for “the Big C” and his unique food aversions and awkwardness around dating.
• Notable Quote:
  • Bobby: “We flew him across the country just to temporarily replace you...” ([01:33])
  • Santino: “He hasn’t had [sex] since the Dominican Republic in high school—thirteen years, which I don’t even believe...” ([03:26])

2. Food Oddities & Awkward Social Outings

• [01:27-03:05] The crew recaps taking "the Big C" to John & Vinny’s, his confusion over burrata, dislike of salad, but surprising love for anchovy pizza.

3. Missed Connections and Shooting Your Shot

• [10:11] Bobby recounts writing a “love note” on a barf bag to a flight attendant he found attractive during his flight to San Francisco.
  • The note included his number and Instagram handle, but sadly, she never replied.
  • The group debates whether such “shots” are bold or cringeworthy in today’s viral, TikTok-obsessed culture.
• Memorable Exchange:
  • Santino: “You don’t want to end up on a TikTok. That’s scary.” ([13:46])
  • Bobby: “From now on I don’t want to miss those opportunities...” ([14:54])
• [15:35] They explore Craigslist's "Missed Connections" and the bittersweet nature of longing and regret.

4. Crime News: The Hot Louvre Thieves

• [05:01-08:09] Andrew brings up a news story about attractive men involved in an €88 million jewel heist at the Louvre.
  • The crew jokes about how being attractive impacts criminal perceptions and even references models turned actors.
  • Notable Quote:
    • Santino: “Why are hot guys robbing the Louvre? ...DEI—it’s like enough uggos, we need to start getting hot guys to rob.” ([06:52])

5. Robbery Escalation and Urban Decay

• [08:13-10:00] Bobby discusses the rise in casual theft (from Kit Kats to shoes), locked-up goods in CVS, and the mechanics of modern shoplifting.
• Comedic riff about how every CVS product (even toothpicks and Ben Gay) is behind plexiglass in San Francisco.

6. Failed Romantic and Social Ventures

• [10:15-12:26] Stories shift to McCone’s failed date outing and Bobby’s barf bag love letter. The segment underscores the awkwardness and vulnerability of IRL attempts at romance in the age of digital connections.
• Group agrees: Risks are necessary, even in the face of possible ridicule.

7. Heartbreak and Misconnection Culture

• [15:35-16:37] Reading and reacting to real missed connections on Craigslist—mix of humor and genuine sadness at how love and regret play out online.

8. San Francisco, Comedy, & Love in Gay Bars

• [16:52-17:54] Bobby and Andrew talk about SF’s open and flirtatious gay scene and the difference between their reception at bars there.

9. Celebrity Run-Ins and AA Events

• [17:54-20:56] Bobby shares about speaking at a large AA meeting attended by a legendary rock star (name withheld), his comedic process in serious settings, and the pressure of performing “as himself” versus doing stand-up.

10. Redemption With Rock Royalty

• [20:34-21:04] Bobby relays redeeming himself with Anthony Kiedis of the Red Hot Chili Peppers at the Comedy Store.

11. International Crime, Shopping, and Domination

• [28:39-29:41] Talk shifts to recent wild-news topics: black bear invasions in Japan and wild conspiratorial ideas about how to “fix” such issues (Godzilla? Mothra?).

12. Sports Fandom and Money

• [32:00-39:59] A long riff on baseball, soccer, and how money shapes teams and leagues. Compare European soccer’s youth programs to MLB’s farm system and the commercialization of sports pride.
  • Santino explains: “Baseball is like soccer... chess moves. Football is athletic strength and full speed...” ([39:59])
  • Bobby’s slowly becoming a baseball fan, still doesn’t “get” American football.

13. Netflix Show Review: 'Physical 100'

• [41:04-42:34] Bobby excitedly recommends “Physical: 100,” a brutal international competition series, describing its “king of the hill" dynamics and wild physical stunts.

14. Meat Guilt, Veganism, and Modern Food Woes

• [49:20-51:09] Bobby shares increasing guilt about eating meat after bingeing vegan TikToks, the emotional impact of seeing cows on social media, and hopes for lab-grown meat.
  • Andrew: “You need to move to India—they worship the cow.” ([50:27])

15. Death, Grief, and Afterlife Customs

• [53:35-57:23] Fancy B shares about the recent loss of his father and the challenges of dealing with “the bureaucracy of death.”
  • Bobby proposes mixing their dads’ ashes for multicultural afterlife hijinks.
  • Quote:
    • Bobby: “Let’s mix ’em, dude. A Spanish-Korean goat!” ([55:07])

16. Dark Humor on Cremation & Burial

• Discussion on burial practices, creative ash-scattering, and the modern “eternal tree” burial trend, including the legalities of spreading ashes in various locales.

17. Prison Reform: Finland vs. America

• [61:12-67:38] The team compares Finland’s open-prison model to the U.S.'s punitive approach and debates which crimes are fit for rehabilitation, spinning off into surreal hypothetical courtroom cases.
• Notable Moment:
  • The Bad Friends ‘government’ ministers debate the rehabilitation needs of quirky murderers.

18. Comedy Touring, Audiences, and Homelessness

• [68:40-70:13] Tales from the road: San Francisco crowds, the odd security of its homeless, and imagining what would happen if a schizophrenic homeless man did improv on UCB or SNL.

19. Fashion Inspired by Homelessness

• [71:08-72:15] Bobby reveals he once pitched a “hobo” fashion line inspired by Russian streetwear, which Andrew finds both hilarious and dark.
• They discuss Balenciaga copying the look from a famous Ukrainian street-style figure.

20. Bobby’s Perpetually Awkward Limo Story

• [72:45-75:14] Bobby’s journey to a show is derailed when the hired driver doesn’t recognize his name or hotel, culminating in awkward silence and an obligatory (if angry) tip.

21. Uber Ride Disasters

• [76:22-77:12] Memories of the worst Uber rides—with rude drivers, language barriers, and miscommunication fueling more comedic venting.

Notable Quotes & Moments with Timestamps

• On the “Big C” Co-host:

  • "Are you threatened?" – Santino ([01:27])
  • "No one can replace Fancy Beasts!” – Bobby ([01:41])

• On Food:

  • “He thought it was a dead ghost…” – Bobby on Big C not recognizing burrata ([02:20])

• On Missed Connections:

  • “From now on I don’t want to miss those opportunities. If I feel like that—take them. Shoot that shot.” – Bobby ([14:54])
  • “This is why you have to seize the moment…” – Bobby ([15:56])

• On Crime:

  • “DEI—it’s like enough uggos, we need to start getting hot guys to rob right. This is the lib contingency at it again.” – Santino ([06:52])

• On love and Craigslist:

  • “These are so heartbreaking…” – Santino ([16:36])

• On AA Speaking:

  • “You can’t go in there and try to be funny…so you start with real.” – Bobby ([18:16])

• On Burial Preferences:

  • “Land is for the living—get out of here, let the next people have the land.” – Santino’s grandfather ([55:03])

• On Vegan Guilt:

  • “People just raising cows, and the cows cuddling with their owners. They kiss on the lips…” – Bobby ([50:16])
  • “You need to move to India—they worship the cow.” – Santino ([50:27])

• On International Prisons:

  • “The idea in Europe is that prison is a place to rehabilitate…something Americans do not believe in.” – Fancy B ([61:31])

• On hypothetical murder cases:

  • “You could always get him for half-degree… It’s a half-degree murder.” – Santino ([64:03])

• On Fashion and Homelessness:

  • “I wanted to start a clothing line called Hobo...that was the photo I brought to the company.” – Bobby ([71:18])

Memorable Segments

• [10:11–13:46] — Bobby’s failed barf bag love note to a flight attendant.
• [15:35–16:37] — Deep dive into Craigslist Missed Connections.
• [41:04–42:34] — Recommendation and breakdown of "Physical 100" on Netflix.
• [53:35–57:23] — Emotional discussion on death, grief, and mixing loved ones’ ashes.
• [72:45–75:14] — Bobby’s limo misadventure and industry insight into road life for comedians.

Tone & Style

• Raw, candid, and chaotic: The hosts are open about awkwardness, failure, and the ways they sometimes sabotage themselves socially.
• A mix of sincerity and relentless roast-style humor: Even the most vulnerable moments are shot through with jokes.
• Pop culture savvy: Numerous references to sports, music legends, international news, and viral trends.

For New Listeners

This episode is quintessential Bad Friends: outrageous stories, fearless self-exposure, and a gleeful lack of filter. Expect swerves from sentimental to savage, serious to surreal (sometimes in the span of a single minute), unified by Bobby & Andrew’s bulletproof chemistry and comedic timing.

If you want laughs, absurdity, and surprisingly poignant moments, this episode’s one to catch.