Winnipeg's Most was a trailblazing Indigenous hip-hop group hailing from Manitoba's capital city, Winnipeg. Established in 2009, the trio—comprised of Jon-C, Charlie Fettah, and Brooklyn—quickly became known for their gritty sound and raw lyrics that narrated the urban Indigenous experience in Canada. Their eponymous debut album, "Winnipeg's Most," released in 2010, created significant buzz in the underground scene and introduced their compelling fusion of rap with a unique cultural perspective. With tracks like “All That I Know” and “On These Streets”, they resonated deeply with fans and brought attention to the narratives of the marginalized communities they represented.

Their follow-up singles, "Bang Bang" featuring Blu and "Goodfellaz," maintained the group's momentum and continued to establish their reputation for producing hard-hitting hip-hop with a distinctively local flavor. By blending the storytelling tradition of their Indigenous roots with contemporary urban sounds, Winnipeg's Most carved out a definitive niche in the Canadian music landscape. Though the band faced challenges, including the untimely passing of member Brooklyn in 2015, their contribution to the music scene remains influential. With a legacy of speaking truth to power and representing a community long underrepresented in mainstream music, Winnipeg's Most's contribution to the genre is enduring and inspirational.