Entourage was HBO’s ultimate Hollywood fantasy—a show about fame, fortune, and friendship in the early 2000s. From Vincent Chase’s rise to stardom to Ari Gold’s legendary rants, the series defined an era of television. But how has it aged? In this High and Low Retrospective, we revisit Entourage’s origins, cultural impact, and lasting legacy. Was it a groundbreaking hit or just Hollywood wish fulfillment?