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Hello.

My name is Colette Gregory (she/her/hers). I am writer, comedian, actress, and singer living and working on the Southside of Chicago.

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Book me.

I'm always looking for new and exciting opportunities. Let's connect.

About Me.

Colette Gregory is an award-winning writer, comedian, actor, and singer. She is the showrunner and a performer on the upcoming Chicago-based sketch television show “Out of the Loop” from Questar Productions. Colette is a member of The Second City Chicago Touring Company, where she was a 2024 Bob Curry fellow. She has taught in The Second City Chicago Training Center and the CsZ Professional School of Comedy, and is an adjunct professor at The Theatre School at DePaul University.  Colette's one-woman show, BLACK BEST FRIEND, recently won “Favorite Sketch or Variety Performance by a Group or Individual” at the 2024 Pack Hollywood Festival. Colette was featured on the third season of HBO’s "South Side." 

Greatest Hits.

AWARDS & HONORS

  • 2024 Favorite Sketch or Variety Performance by a Group or Individual - The Pack Hollywood Festival, Los Angeles, CA

  • 2024 Individual Artist Program Grant  - The Chicago Department of Cultural Affairs and Special Events, Chicago, IL

  • 2024 Bob Curry Diversity Fellowship - The Second City, Chicago, IL

  • 2024 Nautilus Composer-Librettist Studio - The Alliance for New Music Theatre, Washington, D.C.

  • 2017 Jason R. Chin Memorial Scholarship -  iO Theater, Chicago, IL

 

SCREENWRITING

  • "Out of the Loop" Sketch Show TV Pilot - Questar Productions (TBD): Showrunner/Writer/Actor

  • The News with Maggie Smith* - The Second City Network, Chicago, IL (2018-2019): Staff Writer/Correspondent

  • Black Card - The iO Comedy Network, Chicago, IL (2018-2019): Head Writer

  • Standard Delivery - The iO Comedy Network, Chicago, IL (2018-2019): Writer/Performer

  • Undisclosed Chris Rock Project (September 2018): Writers’ Assistant

 

TELEVISION & FILM

  • "South Side" - HBO Max (2023): Season 3, Episode 7: Featured Actor

  • BDO Industrial (2021): Featured Actor 

  • CIGNA Industrial (2021): Featured Actor 

  • ALAS Industrial (2020): Featured Actor

  • Emgality Commercial - Eli Lilly Pharmaceuticals (2019): Featured Actor

  • Rush Hospital Systems Industrial (2019): Featured Actor 

  • Ulta Holiday Beauty Blitz Campaign - Ulta (2018): Co-Host

  • Holiday Live Commercial - Lyft & Old Navy (2018): Host

  • ComedySportz Television Pilot (2018): Featured Actor

  • "The Sung Times" - WTTW Chicago (2018): Featured Actor/Singer

  • "The House Opens in Ten" - a film by Jon Barnes (2018): Featured Actor

  • WCIU The Jam - Three Spots (2018): Featured Comedian

  • “Woke” - a film by Trevor Kravitz (2017): Featured Actor

 

THEATRICAL PRODUCTIONS

  • The Second City Touring Company  - The Second City, Chicago, IL (Ongoing): Writer/Performer

  • Black Best Friend: A Solo Show by Colette Gregory - The Pack Hollywood Festival, Los Angeles, CA (August 2024): Writer/Performer/Producer

  • Bosses in Bonnets Take L.A. - The Pack Hollywood Festival, Los Angeles, CA (August 2024): Writer/Performer/Producer

  • Black Best Friend: A Solo Show by Colette Gregory - SOLOCOM Festival, The People’s Improv Theater, New York, NY (April 2024): Writer/Performer/Producer

  • The Couzins: BIPOC Improv and Sketch Comedy - The Annoyance, Chicago, IL (June 2023): Writer/Performer/Producer

  • Just for Laughs Showcase - iO Chicago, Chicago, IL (April 2023):  Writer/Performer

  • Pass the Plate: A Virtual Juneteenth Show - Youtube (June 2020): Writer/Performer/Producer

  • The Black Excellence Comedy Revue - The Second City (February-March 2020):  Writer/Performer

  • Bosses in Bonnets: A Black Girl Sketch Revue - The Women’s Funny Festival at Stage 773, Chicago, IL (August  2019): Writer/Performer/Producer/Director

  • South Side Summer - The Revival, Chicago, IL (July 2019): Writer/Performer

  • Bosses in Bonnets: A Black Girl Sketch Revue - The McCaw Theater, Evanston, IL (February 2019): Writer/Performer/Producer/Director

  • Too Lit for TV: Hotter Than June - The Martin Luther Kings of Comedy at The Revival, Chicago, IL (June 2018): Writer/Performer

  • Hyde & Prejudice - The Revival, Chicago, IL (April 2018): Writer/Performer

  • Sex Signals - Catharsis Productions, National Tour (2017-2018): Actor

  • Too Lit for TV: Highly Recommended - The Martin Luther Kings of Comedy at The Revival, Chicago, IL (April 2018): Writer/Performer

  • Too Lit for TV: Love & Nappiness- The Martin Luther Kings of Comedy at The Revival, Chicago, IL (February 2018): Writer/Performer

  • The Winner...of our Discontent - The Second City Mainstage, Chicago, IL (2017): Understudy

  • Christmas in Chicago - Stage 773, Chicago, IL (December 2017): Writer/Performer

  • The Miseducation of 55th Street - The Revival, Chicago, IL (July 2017): Writer/Performer

  • SHADE: An Actually Diverse Comedy Show - Steppenwolf Theatre Company, Chicago, IL (June 2017): Writer/Performer/Producer

  • Good Mourning America - When They Go Low, We Get High - The Second City, Chicago, IL (May 2017): Writer/Performer

  • Inspired by Actual Events - Brain Fog Machine at The Second City, Chicago, IL (May 2017): Writer/Performer

  • When They Go Low, We Get High - The Second City, Chicago, IL (February 2017): Writer/Performer

  • A Red Line Runs Through It - The Second City e.t.c., Chicago, IL (2016): Understudy

  • Electile Dysfunction - Brain Fog Machine at The Second City, Chicago, IL (November 2016): Writer/Performer

  • Once a Pun a Time - Brain Fog Machine at The Second City, Chicago, IL (May 2016): Writer/Performer

 

IMPROVISATION

  • RIFF: Musical Improv (Ongoing): Featured Performer

  • Baby Wine (Ongoing): Featured Performer

  • St. Gen’s an iO Harold Team (2018-2019): Featured Performer

  • 1st Beat the iO's Music Improv House Team (2018-2019): Featured Performer

  • The Musical Armando an iO House Team (2018-2019): Featured Performer

  • ComedySportz Chicago (2017-2019): Featured Performer

  • Baby Wants Candy’s SHAMILTON (2016-2017): Featured Performer

  • Whirled News Tonight (2016-2017): Featured Performer

TRAINING

  • The Second City Chicago Conservatory Program - Chicago, IL

  • The Second City Chicago Music Conservatory Program - Chicago, IL

  • iO Chicago Writing Program - Chicago, IL

  • CAP21 Professional Musical Theatre Summer Training Program - New York, NY

EDUCATION

  • Master of Education and Master of Arts in Counseling Psychology - Columbia University, New York, NY

  • Bachelor of Music in Music Theatre Production - Northwestern University, Evanston, IL

  • Bachelor of Arts in Religion - Northwestern University, Evanston, IL

STAY UP TO DATE

KEEP UP WITH ALL THE TEA

Join my mailing list for the latest news and upcoming appearances! 

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