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Flyer: Joy Entertainment and Event Management presents Wild N Out Freestyle Search, live December 16, 2026 in Chicago at Harold Washington Cultural Center, hosted by Hitman Holla, co-hosted by Cousin Tiera, 8 PM to 11 PM, with register and ticket QR codes

A Joy production

Wild ’N Out Freestyle Search.

Hosted and judged by Hitman Holla, co-hosted by Cousin Tiera. Live December 16, 2026 at Harold Washington Cultural Center, 4701 South Martin Luther King Drive, Chicago. 8 PM to 11 PM. New date: moved from November to do it right.

Submit a 30-second freestyle or original verse. The top 50 submissions get an invitation to compete, and only 2 rappers from each city win. Winners get the chance to battle alongside Wild ’N Out cast members during the Wild ’N Out Live Tour.

Ta’Rhonda Jones beside a director’s chair with her name on it

Courtesy of Ta’Rhonda Jones, Porsha from Empire

The winner’s package

Our beloved Ta’Rhonda has sweetened the pot. The rapper chosen by Cousin Tiera and Hitman Holla takes home all of it.

  • A pro music videoDirected and produced for you, completely free.
  • Your own premium billboardYour name and brand in front of the masses.
  • A Grammy-winning mix and masterOne song by Grammy-winning engineer Chris Classick at Classick Studios.
  • A live set on Daytime ChicagoPerform on the syndicated daytime show.
  • The Winner’s Circle with June ArcherYour music considered for promotion across major platforms.
  • A feature in Chicago WeeklyA written news magazine article, shared on their main page.
  • A feature in HYPE MagazineAn exclusive article on your story, sound and movement.
  • A feature by Black ScriptYour music on their Instagram carousel, with artist credit.
Cousin Tiera has the new date
Hitman Holla says pull up

On the scene

Pam, out with her clients.

More on Instagram
Dr. Pamela Blackman with Corr Kendricks, Goalden Chyld and GLC at City Winery
Corr Kendricks, Goalden Chyld and GLCTa’Rhonda Jones’s show at City Winery
Dr. Pamela Blackman with Cousin Tiera and Tank at the R&B Music Experience
Cousin Tiera and TankR&B Music Experience, Juneteenth
Dr. Pamela Blackman with Early Walker at an event
Early Walker“My other son,” in her words
Dr. Pamela Blackman with Englewood Barbie and Angila Faison
Englewood BarbieWith Angila Faison of Hyde Park Hospitality
Dr. Pamela Blackman and Mieka Joi at the airport, on the way to the BET Awards
Mieka JoiGearing up for the BET Awards
Dr. Pamela Blackman and PJ Rose in a gym, smiling together
PJ RoseAt his game, with his Gigi
Dr. Pamela Blackman with Ta’Rhonda Jones in front of a wall of red roses at City Winery
Ta’Rhonda JonesHer album show at City Winery
Dr. Pamela Blackman and Tamera Fair on a boat
Tamera FairOn the boat with her BFF

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