In 2001, a groundbreaking partnership emerged that significantly influenced the marketing landscape. America’s beloved pop star Britney Spears teamed up with Pepsi for a music video, catapulting the beverage brand into youthful popularity and leaving its “outdated” competitors in the dust. This successful collaboration marked a turning point in brand marketing, proving the immense potential of artist-brand partnerships. Fast forward two decades and these partnerships remain a powerful tool for both artists and brands. Artists gain expanded reach, while brands can effectively target their desired audience, all the while infusing their image with a creative edge. However, this dynamic raises compelling questions. Should artists align themselves with brands whose values diverge from their own? Is there a price tag attached to such decisions? The answeres to these questions will be provided by a renowned street artist, hip-hop artist, and designer from the region.