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Derek Sheen

Derek Sheen

A loud, anxious storyteller who makes personal disaster feel remarkably cozy.

Portrait credit:

Photo: Photo Robbins / CC-BY-SA-2.0

5 specials · 2016–2026

Start with Holy Drivel, the breakout (2017 · 45 min · Stand Up! Records)

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Derek Sheen builds his sets out of loud, sweaty insecurity. He paces the stage, leaning into the microphone to share stories about his depression, his drinking, or his physical decay. He does this with a disarming warmth. When a bit threatens to get heavy, he undercuts the tension with a goofy aside or a sudden, booming laugh at his own expense. He invites the audience to sit inside his personal disasters.

Specials

  • Unrelatable

    YouTube · 68 min

  • Macho Caballero

    A miserable, highly specific comedy special about turning fifty.

    Stand Up! Records

  • Disasterbation

    Dark, wordy stand-up about depression, colonoscopies, and heavy metal.

    Stand Up! Records · Album

  • Holy Drivel Start here

    Cynical stand-up about personal panic and heavy metal.

    Stand Up! Records · 45 min

  • Tiny Idiot

    A cynical, rapid-fire hour of mental health struggles and biblical absurdism.

    Stand Up! Records · 60 min

On stage

He occupies a specific lane in standup as an alternative comedy lifer. He is the comic the heavyweights take on tour, frequently opening for Brian Posehn and Patton Oswalt. He operates largely outside the television circuit, building his audience in independent venues and rock clubs instead of traditional comedy chains.

His albums track the anxieties of a guy trying to keep his head above water. He excels at dismantling his own ego, as he does on Macho Caballero, pointing a harsh light at his aging body and his daily frustrations. If a rant starts to drift into unanchored anger, he pulls it back by reminding the room what a mess he is.

Before coming back to standup in his thirties, Sheen spent fifteen years playing music professionally. That background shows in his stage rhythm. He knows exactly how long to let an awkward silence hang before he hits the crowd with the punchline.

Turning points

  1. Debut Album Produced by Matt Bayles

    Minus the Bear producer Matt Bayles recorded Sheen's debut comedy album Holy Drivel, establishing his unique bridge between alternative comedy and music scenes.

  2. –

    Return to Standup at Age 35

    After initially trying standup as a youth and spending 15 years as a professional musician, Sheen returned to comedy at age 35 to pursue it full-time.

At a glance

Style
storytelling, dark comedy, observational
Breakout
Holy Drivel
Influences
George Carlin
Topics
Elsewhere
Website, Wikipedia

Fans also like

  • Brian Posehn

    Both share a heavy metal and geek-culture affinity alongside an emotionally transparent, streetwise comedic delivery, frequently touring together.

    Photo: Damon D'Amato from North Hollywood, Calfornia / CC-BY-2.0

  • Patton Oswalt

    Fans of Oswalt's articulate, nerd-culture-infused, and intensely vulnerable storytelling will appreciate Sheen's similar craftsmanship and dark introspection.

    Photo: Gage Skidmore / CC-BY-SA-3.0

  • Janeane Garofalo

    Both comics specialize in an unvarnished, conversational honesty focused on neuroses, personal foibles, and dark candor.

    Photo: Geoff Carter / CC-BY-2.0

Podcasts

  • Delicious Mediocrity · co-host

    A comedy podcast co-hosted by Seattle stand-up comedians Derek Sheen and Douglas Gale.

    Spotify · Apple Podcasts

Also on screen

The Guest List Self (Stand-up performer)

A clip to start with

A clip of Derek Sheen