Rick Glassman Returns
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Pete Holmes welcomes back his longtime friend and comedic collaborator Rick Glassman for a wildly freewheeling, meta, and deeply personal conversation that blends absurd humor with heartfelt vulnerability. The episode kicks off with Pete promoting his new book, *Spells to Cast on Your Parents*, his special *Silly, Silly Fun Boy*, and upcoming tour dates. The dynamic duo dives into a series of surreal, interconnected riffs—ranging from the absurd (RoboCop’s 'docking' and 'flaccid dildos') to the philosophical (the nature of comedy, authenticity, and the 'X factor' in performance). They explore themes of connection, identity, and the quiet magic of being seen, especially in relationships. A standout moment comes when Pete shares a tender story about his wife Val, who sees his quirks not as flaws but as delightful eccentricities—her acceptance becoming the episode’s emotional core. The conversation meanders through topics like parenting, aging, the power of routine, and the importance of finding a partner who finds your weirdness funny. The episode closes with a touching tribute to Pete’s grandfather, a legendary music producer, and a promise to 'eat weed' together on their next episode, cementing the bond between two comedians who thrive on mutual trust and creative chaos.
Authenticity is the ultimate comedy superpower—seeing the joke isn't enough; building with it is the real craft.
The most powerful relationships are built on being seen and appreciated for your quirks, not despite them.
Consistency in performance comes not from endless repetition, but from building a strong foundation and refining it.
The 'X factor'—presence, aliveness, and off-script magic—is what elevates great comedy beyond the math.
Find a partner who thinks your strange habits are delightful, not annoying.
…and 2 more takeaways available in PodZeus
The Return of Rick Glassman
“This is the return, return, return of Rick Glassman. I'm so glad he came back on You Made It Weird.”
Absurd Riffs and Meta Comedy
“It's like multiple RoboCops penises touching each other. Now we do the docking. Less talking, more docking.”
The Power of Being Seen
“She thinks just like this girlfriend you had, what I do that's strange is delightful in the way that you would watch a movie or TV show and go, I love Phoebe on Friends.”
Comedy as Craft and Connection
The conversation shifts to the craft of comedy, discussing the difference between 'seeing the bricks' and 'building with the bricks.' They reflect on their own creative processes and the importance of authenticity in performance.
The Emotional Core: Family and Legacy
Pete shares a touching story about his grandfather, a legendary music producer, and the deep connection he feels to his family's legacy. The moment is both humorous and poignant, grounding the episode in personal history.
“She thinks just like this girlfriend you had, what I do that's strange is delightful in the way that you would watch a movie or TV show and go, I love Phoebe on Friends.”
“The most powerful relationships are built on being seen and appreciated for your quirks, not despite them.”
“Authenticity is the ultimate comedy superpower—seeing the joke isn't enough; building with it is the real craft.”
Host
Guest
Pete Holmes
person
Rick Glassman
person
Ryan Gosling
person
Project Hail Mary
media
Judd Apatow
person
The Simpsons
media
Pesty
brand
Dadgrass
brand
Element
brand
Apollo Neuro
brand
Flula Borg
You Made It Weird with Pete Holmes • 1h 32m • 4/1/2026
We Made It Weird #245
You Made It Weird with Pete Holmes • 1h 7m • 4/4/2026
Iron & Wine
You Made It Weird with Pete Holmes • 1h 44m • 4/8/2026
We Made It Weird #246
You Made It Weird with Pete Holmes • 1h 2m • 4/10/2026
We Made It Weird #247
You Made It Weird with Pete Holmes • 1h 15m • 4/17/2026
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