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JAY-Z

Known as one of the most iconic rappers from the late 1990s throughout the 2000s and beyond, JAY-Z is a producer, songwriter, and rapper, who became popular after the release of his debut album "Reasonable Doubt" in 1996. The two collaborated several times together, and the rapper appears in "Jeen-Yuhs" amidst the release of his "The Blueprint" album in 2001, which West helped produce. JAY-Z also founded Roc-A-Fella records in the mid-'90s, which eventually gave West his first record deal and helped to propel his debut album to success.

Image Source: Getty / Steve Granitz