On Tuesday , August 28, Playhouse Nightclub in Hollywood hosted the Freestyle 50 Challenge finale. The competition was the product of a collaboration between Kevin Liles, co-founder of 300 Entertainment; super producer, London on da Track; and Verizon.
![(L-R) London on da Track and Kevin Liles](https://thehollywood360.com/wp-content/uploads/2017/08/IMG_0354.jpg)
Aspiring rappers used the hashtags #Freestyle50 and #Freestyle50Challenge, and asked to post a video of themselves on Instagram or Twitter, freestyling to Tee Grizzley’s song “No Effort”. The winner would walk away with a single record deal with 300 Entertainment ( Migos, Fetty Wap,), $10,000 in cash, and the chance to open up for a 300 Entertainment artist on tour.
There were over 9,000 submissions. Out of those submissions , eight finalists were selected to come out to LA for a star-studded finale.
The evening opened with Rapper OMB Peezy performing his hit “Lay Down”; and Redman hyping the crowd with his most classic hits.
![Redman](https://thehollywood360.com/wp-content/uploads/2017/08/IMG_1094.jpg)
![OMB Peezy](https://thehollywood360.com/wp-content/uploads/2017/08/IMG_0661.jpg)
The finalists battled it out in front of iconic judges and hosts that included Big Boy of Real 92.3, Sway Calloway and Smack White.
![Smack White](https://thehollywood360.com/wp-content/uploads/2017/08/IMG_0463.jpg)
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![Sway Calloway](https://thehollywood360.com/wp-content/uploads/2017/08/IMG_0295.jpg)
The Freestyle 50 competition winner was Y.K Supe of Chicago.
Photo Credit: Andre Hinds Allen / The Hollywood 360