Podcast Summary: Wrong Turns with Jameela Jamil – Episode Featuring Leslie Liao and Skyler Higley
Release Date: July 10, 2025
Introduction to Guests
In this episode of Wrong Turns with Jameela Jamil, host Skylar Higley welcomes comedian Leslie Liao and Skyler Higley to share their most mortifying and embarrassing moments. Emphasizing the show’s unique focus on celebrating life's disasters without seeking redemption or moral lessons, the trio delves into personal anecdotes that are both cringe-worthy and hilariously relatable.
Opening Banter and Setting the Tone [01:54 - 04:16]
Skylar sets the stage by explaining the podcast’s anti-inspiration ethos, where the goal is to revel in each other's misfortunes rather than seeking therapeutic insights. Leslie Liao, transitioning from a role in Netflix’s Human Resources to performing on the show, expresses nervousness about the triggering nature of their upcoming conversation:
Leslie Liao [02:28]: "I'm nervous because this is just gonna be a very triggering conversation for all three of us."
Skylar reassures her and emphasizes that the podcast thrives on honest, unfiltered discussions:
Skylar Higley [02:35]: "We're anti the insta therapy culture. We think you're really only alive when you're triggered, you know, and feeling terrible."
Embarrassing First Kiss Story [04:16 - 18:24]
The conversation quickly dives into their "wrong turns," with the unnamed guest recounting an awkward first kiss during high school:
Unnamed Guest [05:22]: "I was like, oh, what? I have to save the moment, I just blurted out, I love you."
Skylar humorously critiques the guest’s unconventional approach to diffusing the tension:
Skylar Higley [04:03]: "I love you too. Yeah, 100%."
Leslie shares her own cringe-worthy experience of having her car broken into multiple times in LA, which culminates in a bizarre interaction with a thief who misunderstood her stand-up joke notebook for a tragic script:
Leslie Liao [14:57]: "He thought it was a treatment for like a sad autobiographical story... I just wanted to get my notebook back."
This story highlights the intersection of personal trauma and comedic material, showcasing how Leslie turned a humiliating event into material for her acts.
Deep Dive into Personal Failures and Regrets [18:24 - 32:33]
After a brief advertising interlude, the guests continue sharing more personal misadventures. Skylar relates a terrifying encounter with sharks while swimming, juxtaposed with self-deprecating humor about her own perceived lack of heroism:
Skylar Higley [42:06]: "I'm going to be the only one left. I'm gonna get out of the water very slowly and quietly."
The conversation underscores the theme of making wrong turns not just in romantic pursuits but also in personal safety and decision-making.
Leslie’s High School Rager Incident [34:13 - 41:50]
Leslie recounts her 18th birthday party gone awry, where her attempt to host a covert drinking party at a hotel turns into chaos as security intervenes. In a split-second decision to defuse the situation, she attempts to emotionally manipulate the security guard by pretending not to recognize her friends:
Leslie Liao [38:09]: "I love you. Let's start a life together."
The resulting fallout leaves her ostracized by her friends, emphasizing the lasting impact of poor decision-making and the social consequences that follow.
Skylar’s Misguided Heroism [42:07 - 46:57]
Skylar shares a tale of perceived heroism where she warns fellow swimmers about an unexpected shark presence. Her overthought strategy to ensure everyone's safety results in a mix of commendation and awkwardness:
Skylar Higley [45:01]: "I just think, you know, if something happens and you're out there by the sharks, all those sharks are focused on you."
This story humorously critiques her own analytical approach, juxtaposing genuine concern with overcomplicated solutions.
Final Wrong Turns and Closing Remarks [47:12 - 53:09]
The episode wraps up with Skylar sharing a listener-submitted story about an uncomfortable date involving an inappropriate Pokémon request, further cementing the podcast's focus on awkward and cringe-worthy experiences:
Skylar Higley [48:07]: "I can honestly say I've never been more lost for words in my life."
Leslie and Skylar respond with playful banter, reinforcing the show's camaraderie and mutual understanding of each other's flawed moments.
Notable Quotes:
- Skylar Higley [02:35]: "We're anti the insta therapy culture."
- Leslie Liao [14:57]: "He thought it was a treatment for like a sad autobiographical story... I just wanted to get my notebook back."
- Unnamed Guest [05:22]: "I was like, oh, what? I have to save the moment, I just blurted out, I love you."
- Skylar Higley [42:06]: "I'm gonna get out of the water very slowly and quietly."
Conclusion
This episode of Wrong Turns with Jameela Jamil offers a candid and humorous exploration of personal failures and embarrassing moments. Through Leslie Liao's tales of awkward first kisses and chaotic birthday parties, and Skylar Higley's comedic recounting of misguided heroism, listeners are reminded that everyone makes mistakes. The episode successfully maintains the podcast's ethos of celebrating life's missteps without seeking redemption, providing both laughter and relatable moments for those who feel their lives are a series of disasters.
For more stories like these and to share your own wrong turns, visit Wrong Turns Website or email your experiences to PersonalDisasterStories@gmail.com.
Note: This summary excludes advertisements and non-content sections as per the podcast guidelines.
