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Isiah “ThoughtPoet” Veney and Alejandro Hernandez have teamed up to create the City of Win series, shedding light on Chicago musicians and cultural influencers who are making a positive impact in their communities. One such individual is Chicago rapper WateRR, who is on a mission to elevate the art of hip-hop and empower his listeners through his music.

WateRR sees himself as a modern-day Leonardo da Vinci of rap, infusing meaning and depth into his lyrics. He believes in challenging his audience to dig deeper and learn something new with each listening experience. His journey into hip-hop started in the sixth grade, inspired by the likes of Crucial Conflict and Do or Die. Since then, he has honed his craft and become a dedicated student of the genre.

In addition to his music career, WateRR is also a math teacher at Urban Prep Academies and the Chicago International Charter School campus. His passion for education shines through in his approach to hip-hop, as he strives to deliver messages that are socially conscious and thought-provoking. He has played a key role in nurturing the Chicago music scene and shining a spotlight on emerging talent.

WateRR’s latest album, Order of the Day: Family Business (Side A), is a testament to his commitment to storytelling and lyrical precision. The album features tracks that address the lack of authenticity in today’s music industry and offer a refreshing take on boom-bap hip-hop. WateRR’s lyrics are filled with subtle messages and creative wordplay, designed to inspire and uplift his audience.

Through his music and his work in education, WateRR is determined to leave a lasting impact on his community. He believes in the power of music to guide and mentor young listeners, offering them a sense of direction and inspiration. In a world where mainstream music often glorifies negative stereotypes, WateRR is a breath of fresh air, using his platform to reset the narrative and provide a positive influence for the next generation.