Synonymous with Bay Area rap, E-40 garnered a regional following, and eventually a national one, with his flamboyant raps, while his entrepreneurial spirit, embodied by his homegrown record label, Sick Wid' It Records, did much to cultivate a flourishing rap scene to the east of San Francisco Bay, in communities such as Oakland and his native Vallejo. Along with Too Short, Spice 1, and Ant Banks, E-40 was among the first Bay Area rappers to sign a major-label deal, penning a deal with Jive Records in 1994, after years of releasing music independently, going back as far as 1990, when Sick Wid' It released Let's Side, a four-track EP by the Click, a group comprised of E-40, his cousin B-Legit, his brother D-Shot, and his sister Suga T. Throughout the '90s and into the early 2000s, E-40 and his Sick Wid' It associates released a series of albums on Jive, and though they weren't big sellers nationally, they were well received regionally and proved highly influential, on not only the West Coast but also in the South, thanks in part to Master P, who began his No Limit Records empire in the Bay Area (i.e., Richmond) in the early to mid-'90s before relocating it to New Orleans.

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