Jayson Cross

Chicago, IL

$100 and up

Travels up to 200 miles

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Smoke Detector

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Watch this before your car gets stolen

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Biggest Lie Ever

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Campaign Contributions

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Overview

Jayson Cross is a Chicago-based stand-up comedian featured on the Bored Teachers Comedy Tour and the Asheville Comedy Festival. His work has reached a wide audience, with a viral clip reposted by Tim Pool and Elon Musk. His comedy explores timeless topics—morality, politics, and social norms—through a sharp, unfiltered lens that challenges audiences while keeping them laughing.


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Booking information

Price range: $100 and up

Languages: English, German

Gig length: 15 - 45 minutes

Unions: SAG-AFTRA

About

Jayson Cross is a Chicago-based stand-up comedian featured on the Bored Teachers Tour and the Asheville Comedy Festival. He works as a K–8 reading and math interventionist and turns classroom and real-life experience into sharp, relatable comedy.

Setup requirements

wired or wireless microphone/ PA system

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