Stand-Up Comedian · Podcaster · Troublemaker

Jake

Brennan

Turning awkward moments into sold-out shows. Dark humor, sharp observations, and zero apologies.

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Tour Dates

Catch the chaos live. Tickets selling fast.

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Chicago

Austin

London

Los Angeles

New York

May 17, 2026

Los Angeles

The Improv

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May 17, 2026

Los Angeles

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May 17, 2026

Los Angeles

The Improv

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May 3, 2026

Chicago

Gotham Comedy Club

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May 3, 2026

Chicago

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May 3, 2026

Chicago

Gotham Comedy Club

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Apr 26, 2026

London

The Comedy Store

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Apr 26, 2026

London

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Apr 26, 2026

London

The Comedy Store

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Apr 12, 2026

New York

Cap City Comedy

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Apr 12, 2026

New York

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Apr 12, 2026

New York

Cap City Comedy

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Apr 5, 2026

London

Zanies Comedy

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Apr 5, 2026

London

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Apr 5, 2026

London

Zanies Comedy

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Mar 22, 2026

New York

The Laugh Factory

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Mar 22, 2026

New York

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Mar 22, 2026

New York

The Laugh Factory

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Mar 15, 2026

Austin

Comedy Cellar

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Mar 15, 2026

Austin

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Mar 15, 2026

Austin

Comedy Cellar

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Latest

Special

Now streaming everywhere.

2026 SPECIAL

Unfiltered

60 minutes of raw, unscripted chaos. Jake tackles everything from existential dread to why your uber driver always wants to chat. Filmed live at The Beacon Theatre, New York.

Watch Now

The

Podcast

Unfiltered conversations, dumb stories, and occasional wisdom.

Therapy Sessions: Comedy Edition

1 hr 30 min

45,200 plays

NEW

Play Episode

Therapy Sessions: Comedy Edition

47 min

51,800 plays

Play Episode

Late Night Confessions with Sarah K.

58 min

38,100 plays

NEW

Play Episode

Road Stories: The Midwest Tour

1 hr 21 min

29,400 plays

Play Episode

Why I Got Banned from Walmart

1 hr 5 min

62,300 plays

Play Episode

Crowd Work Gone Wrong

55 min

71,200 plays

Play Episode

Therapy Sessions: Comedy Edition

1 hr 30 min

45,200 plays

NEW

Play Episode

Late Night Confessions with Sarah K.

58 min

38,100 plays

NEW

Play Episode

Why I Got Banned from Walmart

1 hr 5 min

62,300 plays

Play Episode

Therapy Sessions: Comedy Edition

47 min

51,800 plays

Play Episode

Road Stories: The Midwest Tour

1 hr 21 min

29,400 plays

Play Episode

Crowd Work Gone Wrong

55 min

71,200 plays

Play Episode

Therapy Sessions: Comedy Edition

1 hr 30 min

45,200 plays

NEW

Play Episode

Why I Got Banned from Walmart

1 hr 5 min

62,300 plays

Play Episode

Road Stories: The Midwest Tour

1 hr 21 min

29,400 plays

Play Episode

Late Night Confessions with Sarah K.

58 min

38,100 plays

NEW

Play Episode

Therapy Sessions: Comedy Edition

47 min

51,800 plays

Play Episode

Crowd Work Gone Wrong

55 min

71,200 plays

Play Episode

ABOUT

JAKE

Jake Brennan has been making audiences uncomfortable (in the best way) since 2015. Known for his razor-sharp observations on modern life, Jake blends dark humor with disarming honesty. From sold-out theaters to viral podcast episodes, he's built a loyal following of people who appreciate comedy that doesn't play it safe.

500+

SHOWS

12+

COUNTRIES

200+

PODCAST EPS

Instagram

YouTube

TikTok

Official

Merch

COMING SOON

Unfiltered Tour Tee

$35

Coming Soon

Chaos Hoodie

$65

Coming Soon

Shine Tumbler

$15

Coming Soon

MEDIA

KIT

For press, booking inquiries, and collaborations.

Download Media Kit