Rudebwoy ENT was originally formed in 2005 by a group of guys with a vision of fulfilling their dreams in the music industry and becoming successful entertainers. Rude, the visionary CEO and founder, originating from St. Croix in the US Virgin Islands, crossed paths with Lil Wil when they were both members of the legendary Dallas group, the Rally Boys. After 2 years of them both being an artist and learning the game from, Jiz No Rally and Kotton Mouth Jessie, Rude and Wil decided to form their own record label that became Rudebwoy ENT. Rude and Wil aimed to revolutionize the music scene by blending their distinct Reggae and New Orleans sounds. After making a few local hits Rude met Lil Wil's childhood friend, Big Spain, originally known as Lil Spain. It was then that he decided to have Wil create a record centered around Spain, allowing him to showcase the iconic dance known as "The Dougie". 

​

This move, introduced by hip hop legend Doug E. Fresh, involves rubbing your hand across your head and became a major part of the Dallas Boogie movement. After the major success of "My Dougie," "Bust it Wide Open" was created as the second single. It quickly gained momentum and peaked even higher on the Billboard charts. During the height of their careers, Rude and Spain endured some legal troubles, and both served 10 to 12 years which put a halt to the momentum they had built in their movement. After their release, Rude was determined to pick up where they left off, launching a "Free Spain" campaign until Spain's release in 2022. Now that the team is reunited, they've been creating new music, performing hit records, and have added Singing Hills own Aye Bee from Oak Cliff to the roster. Together, they’ve been showcasing their talent at various festivals and living out their dreams of making an impact on the music industry.