How Long Gone

861. - Nat Wolff

7 snips
Oct 24, 2025
Nat Wolff, an actor and singer from New York, shares his experiences in the arts and touring. He opens up about his time flying from Sydney for a music video with Billie Eilish and the emotional toll of acting in plays. Nat discusses his passion for pickleball, his unique travel habits, and the lessons learned from childhood fame. He also reflects on the power of embarrassment in performance and the impact of the NBA gambling scandal, all while showcasing a blend of humor and honesty.
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INSIGHT

Gooning Became Public Remix Culture

  • Hosts trace gooning culture from niche jargon to mainstream remix art and public sharing.
  • They observe the normalization of previously shameful sexual behavior among younger people.
ADVICE

Protect Yourself On Emotionally Heavy Roles

  • Nat warns theater work can be emotionally and physically taxing, citing repeated heavy scenes.
  • He recommends declining roles that would harm mental health, as he refused another play offer.
ANECDOTE

Jetting To Australia And Sleeping On Tray Tables

  • Nat describes flying frequently to Australia and once flying home overnight to appear in a Billie Eilish video.
  • He prefers chaotic schedules and admits using plane tray tables to sleep on long flights.
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