So True with Caleb Hearon

Episode: “Rosebud Baker Has a Tall Baby”
Date: October 9, 2025
Guest: Rosebud Baker

Overview

This episode features comedian and writer Rosebud Baker in an energetic and personal conversation with host Caleb Hearon. They dive deep into parenthood, personal flaws, female friendship, gay culture, comedy hustle, and the psychological roller coaster of adulthood. Both comedians bring self-deprecating humor and candor, making for a hilarious and relatable exchange about real life as a performer and parent.

Key Discussion Points & Insights

1. Parenting, Vaping, and Vice (01:38–06:11)

• Rosebud shares a wild story about buying a vape and getting punched by a teenager, using humor to explore addiction, self-image, and guilt as a mother.
  • "I got the sign to quit, and I still bought it. I was assaulted by a child." – Rosebud (04:07)
• Nate and Rosebud riff on how vices morph but never disappear—vaping has become Rosebud’s “Swiss army knife” of addiction now that she’s sober (03:34).

2. Fear of Teenagers and Generational Gaps (05:15–06:11)

• Adult fear and mystique of today’s teens—Nate claims he’d retaliate if a teen attacked, while Rosebud admits she became utterly submissive:
  • “I literally walked to the back of the bodega counter like I worked there.” – Rosebud (06:02)

3. Comedy Parents and the Fate of Their Kids (06:37–08:16)

• Both discuss anxieties about their children inheriting “the struggle” of standup—hoping for either happy academics or at least stable comics.
  • “If she ends up in comedy, we f***ed up in a way we can’t fix.” – Rosebud (07:35)
• Anxieties about raising a kid in an unpredictable creative field, with the comedic but real downside of instability and insecurity.

4. Astrology and Personality (08:29–11:16)

• Rosebud and Nate bond over their astrology “big three” (both Taurus Rising), using it as shorthand for their aversions to struggle and change.
  • “We don’t like to struggle. I don’t like to rush.” – Rosebud (10:01)

5. Leaving Social Gatherings: The Urgency Instinct (11:06–12:02)

• They joke about their compulsion to bounce immediately when ready, even leaving loved ones behind.
  • “Waiting to leave a place doesn’t make any sense to me.” – Rosebud (11:32)

6. Relationship with God, AA, and Skincare as Higher Power (12:06–16:43)

• Rosebud’s pragmatic spirituality: skeptical of “a man in the sky,” but open to benevolence via AA. They also riff on how rituals—like nightly skincare—replace spiritual or addictive rituals.
  • “Skincare makes me go: this is a ritual that takes work that doesn't take too much time and I don't have to sweat.” – Rosebud (16:25)
• Rosebud has an elaborate night routine; Nate finds maintaining a body “too much.”

7. The Burden (and Blessing?) of Being a Woman (17:07–18:24)

• Rosebud and Nate riff on gender, motherhood, and body autonomy with typical dark wit.
  • “God, I would f***ing donate my pussy.” – Rosebud (17:08)
  • “I actually don’t wish I could carry a baby. I wish I could get a guy pregnant.” – Nate (18:02)

8. "Camp" for Gays: Dystopia Jokes (18:29–21:26)

• Extended bit about future “gay camps” in America—how they'd find ways to “have fun in the camp.”
  • “You put a bunch of gay guys in camps, we’ll find a way to have fun.” – Nate (19:57)

9. Secrets and Self-Presentation—Big Tits & Forrest Gump Lives (21:27–24:08)

• Rosebud muses on presenting her body, saying her “big tits don’t match my personality,” and relates her “Forrest Gump” life of random, juxtaposed experiences—e.g., reality TV and teaching yoga to Hasidic women.

10. Jewish Culture & Queer Curiosity (25:21–27:07)

• Nate’s fascination with Hasidic hats leads to a tangent about Grindr, hidden sexuality, and queer secrecy within tight-knit religious communities.

11. Lesbian Relationships and Toxicity vs. Hetero Toxicity (45:12–47:17)

• Rosebud hopes her daughter will be gay to avoid “threats from men,” but Nate cautions her about the intense dynamics of lesbian relationships:
  • “It’s a type of toxic that they couldn’t make in a lab.” – Nate (45:23)

12. Sharing Family Business on Stage—Guilt, Vulnerability, and Crossing Lines (41:04–43:06)

• Both discuss the ethical bizarre territory of turning personal and family stories into stand-up.
  • “I have this one joke right now about my daughter...I just don’t like it. I don’t want to do that to her.” – Rosebud (41:50)

13. Rosebud’s Stand-Up Special: “Mother Load” (32:32–34:14)

• Dual-filmed before and after childbirth to illustrate transformation, alienation, and the “disappearing community” after motherhood.
  • “Everybody loves a pregnant lady. And then you have a baby and they're like, fuck off. You know what I mean?” – Rosebud (34:14)
• Explores postpartum rage at her husband, parental incompetence, and the toll of “hustle culture” on personal life.

14. Comedian’s Superpower: Knowing Where to Cut Deep (61:29–63:32)

• Both reflect on how comedians can instantly spot someone’s insecurities and only use that “superpower” for good (ideally).
  • “I have a power that I don’t use almost ever. That I could really take someone down.” – Nate (62:14)
• Stories of high school cruelty—fat jokes, mean girls, and the code of not picking on people from broken homes.

15. Rapid-Fire Game: “True or False” (52:18–54:35)

• Rosebud wins $50, with highlights on absurd trivia and playful banter.

Notable Quotes & Memorable Moments

• On Vice:
  “I got the sign to quit, and I still bought it. I was assaulted by a child.” – Rosebud (04:07)

• On Parenting and Comedy:
  “If she ends up in comedy, we fucked up in a way that we can't fix.” – Rosebud (07:35)

• On Skincare as Redemption:
  “Skincare makes me go: this is a ritual that takes work that doesn't take too much time and I don't have to sweat.” – Rosebud (16:25)

• On Motherhood Guilt:
  “Everybody loves a pregnant lady. And then you have a baby and they're like, fuck off. You know what I mean?” – Rosebud (34:14)

• On Gender and Jealousy:
  “Being a woman sounds horrible. God, I would fucking donate my pussy.” – Rosebud (17:08)

• On the Comedy Superpower of Shade:
  “I have a power that I don’t use almost ever. That I could really take someone down if I needed to.” – Nate (62:14)

• On Lesbian Relationship Drama:
  “It’s a type of toxic that they couldn’t make in a lab.” – Nate (45:23)

Detailed Timestamps for Important Segments

• 01:38 – Rosebud’s story: buying a vape, getting punched by teens
• 06:37 – Fears about raising kids as comics, parent-child dynamics
• 08:29 – Astrology and personality types
• 11:06 – The urge to leave gatherings immediately
• 12:19 – God, AA, and the search for meaning (including skincare)
• 17:07 – Gender riffs: Womanhood, baby envy, wishing for gay powers
• 18:29 – “Gay camps” dystopia/utopia bit
• 21:27 – Discussion of physical presentation and “Forrest Gump” life stories
• 25:21 – Jewish cultural tangents and queer life
• 32:32 – Rosebud on the making of her special “Mother Load”
• 41:04 – Ethics of talking about family, especially children, in stand-up
• 45:12 – Real talk on lesbian relationships and friend breakups
• 52:18 – True/False lightening game
• 61:29 – Comedian’s “truth superpower,” high school cruelty, social mores

Tone

Witty, irreverent, openly self-critical, with moments of vulnerability and warmth. Both bring observational humor, undercut sincerity with jokes, and aren’t afraid to get painfully honest or darkly funny.

Episode Conclusion

The episode ends with Rosebud reflecting on the bitter truth that “People who give you advice are actually just telling you what they want for themselves” (54:35), and the two comedians riffing on the perils (and fun) of being deeply observant and a little bit mean when the situation calls for it.

Rosebud plugs her latest special, Mother Load (Netflix), and upcoming tour dates at rosebudbaker.com.

For fans of honest, rambling, and extremely funny conversations about real life from two comics who leave it all on the table, this is an essential listen.