
ALUMNI
Meet the past, present & future headliners who have performed at the Cleveland Comedy Festival




BILL SQUIRE
2009 Ninja Deathmatch

DARREL DAWSON
2010 Runner-Up

MIKE HEAD
2011 Winner

ERIC ANDREWS
2012 Winner

BRENT TERHUNE
2012 Runner-Up

BRAD WENTZEL
2013 Winner
2023 Headliner

SPARK TABOR
2013 Runner-Up

CHRIS NAKIS
2014 Runner-Up

MIKE PARAMORE
2015 Winner

GEOFFREY ASMUS
2015 Runner-Up

AARON NAYLOR
2016 Runner-Up

JIMMY MCNAMARA
2017 Winner

NATHAN HURD
2018
JD Sidley Award for Best in Writing
Nate Cockerill Award for Best Stage Performer
Mike Veneman Award for Best Overall Comedian

EITAN LEVINE
2019
Nate Cockerill Award for Best Stage Performer

MATTHEW JACOBSEN
2022
Nate Cockerill Award for Best Stage Performer

CHRIS CYR
2022
JD Sidley Award for Best in Writing

ANDREW PACKER
2022
Mike Veneman Award for Best Overall Comedian

MARTIN MALLOY
2023 Headliner

CHRIS HARVEY
2023 Headliner

JOHN ARMSTRONG
2023 Headliner

PRATEEK SRIVASTAVAva
2024 Nate Cockerill Award for Best Stage Performer

SHELLEY GRUENBERG
2024 Mike Veneman Award for Best Overall Comedian

JUSTIN CASH
2010 Winner

ROB SNOW
2010 Runner-Up

TAYLOR CONNELLY
2011 Runner-Up

DERRICK KNOPSYNDER
2011 Runner-Up

CURTIS COOK
2012 Runner-Up

MATTY LITWACK
2013 Runner-Up

AL PARK
2014 Winner

BRIAN KENNY
2014 Runner-Up

MARY SANTORA
2015 Runner-Up

JASMYN CARTER
2016 Winner

SONAL AGGARWAL
2016 Runner-Up

PEDRO GONZALEZ
2017 Runner-Up

MARTIN PHILLIPS
2019
JD Sidley Award for Best in Writing

JESSICA KEENAN
2019
Mike Veneman Award for Best Overall Comedian

CARL LEE
2022
Nate Cockerill Award for Best Stage Performer

JUNE DEMPSEY
2022
JD Sidley Award for Best in Writing

ANJELICA SCANNURA
2022
Mike Veneman Award for Best Overall Comedian

"BIG" CHEVY TERRILLill
2023 Headliner

MORGAN GALLO
2023 Headliner

SAM ROSSI
2024 JD Sidley Award for Best in Writing

POPE
2024 Pete Barakat Award for Best Local Comedian