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The Nightly

Category Is: Sleep w/ Bob The Drag Queen

Wils Pelton and Josh Gondelman welcome Bob the Drag Queen for a surprisingly heartfelt late-night chat about Broadway, stand-up comedy, internet outrage, and whether the universe actually cares about any of us.

What You’ll Hear

Broadway Dreams, Broadway Schedules: Bob reflects on performing in Moulin Rouge, surviving eight shows a week, and why exhausting experiences can still feel deeply worth it.

The Internet Is Yelling Again: A conversation about accidental AI art drama, public scrutiny, and the strange emotional math of being perceived online by millions of strangers.

Karma, Nihilism, and Bedtime Thoughts: The trio wanders into a warm existential detour about meaning, bad luck, grief, and the tiny frameworks people build to get through the day.

CHAPTERS
00:00 Intro & Bob the Drag Queen arrives
01:45 Broadway life and Moulin Rouge
05:45 Building a stand-up tour
09:00 Reality TV and staying authentic
12:30 AI poster backlash and internet outrage
16:00 Karma, grief, and existential bedtime thoughts
19:20 Good nights and six-fingered posters

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