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
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
ACTUAL WOLVES
2018
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
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
SAD BOYS SOCIAL CLUB
2018
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