Grant Winkels

Grant Winkels has been performing his whole life. After years of gigging as a musician, he finally convinced himself that he was funny. He’s been convincing audiences ever since. Selected as a  “Comic to Watch” by Racket Magazine, he has performed at the New York City Comedy Festival, West End Comedy Fest, and Fountain City Comedy Festival, among others. Grant is a producer for the acclaimed 10,000 Laughs Comedy Festival, a paid regular at Acme Comedy Company, and hosts the popular Sisyphus Brewing Open Mic.

Grant tours the Midwest and country, opening for comedians including Kelsey Cook, Geoffrey Asmus, Mike Recine, and Mary Mack. He cohosts the podcast, We Cool?, in which listeners submit anonymous apologies for things they can’t admit to in their lives. His videos have accumulated millions of views on social media which is very impressive and means he is a good comedian.

Past Shows


May
2
nd
2025
The Fitzgerald Theater
May
2
nd
2025
The Fitzgerald Theater

Gabriel Rutledge

with Grant Winkels
Apr
5
th
2023
Turf Club
Apr
5
th
2023
Turf Club

BARN DANCE at the Turf Club ft. Trailer Trash and Friends

with a late night performance by Betty Won't
hosted by comedian Grant Winkels
with Pleasure Horse and Dylan Hicks
Mar
1
st
2023
Turf Club
Mar
1
st
2023
Turf Club

BARN DANCE at the Turf Club ft. Trailer Trash and Friends

with a late night performance by Boy Howdy
hosted by comedian Grant Winkels
with Clare Doyle
Dec
30
th
2019
Turf Club
Dec
30
th
2019
Turf Club

Courtney Baka

with Comrade Tripp, GEOFF ASMUS, Grant Winkels and more!
Jun
12
th
2019
Turf Club
Jun
12
th
2019
Turf Club

Adam DeLong and Khadijah Cooper

with MADELINE LINSK, Shelly Paul, ELI RUFFER and more!

More Shows

Sep
27
th
Palace Theatre

Jon Batiste

Sep
29
th
7th St Entry

Stacey Ryan

Aug
29
th
West End Market Stage at
Schilling Amphitheater

First Avenue Goes to the Fair

with Al Church and The Congregation
Aug
30
th
West End Market Stage at
Schilling Amphitheater

First Avenue Goes to the Fair

with Al Church and The Congregation