Omar Raja was a college student when he started an Instagram account to pay tribute to his beloved Miami Heat, and especially his favorite player, Dwyane Wade. That was House of Highlights, the IG account which mastered the creation of viral NBA-related clips, and transformed social media content for a new generation of sports fans. Bleacher Report hired Raja out of University of Central Florida, and acquired House of Highlights. After greatly expanding its content across multiple sports, House of Highlights under Bleacher became the most followed sports social media brand. Raja’s success caught the attention of ESPN, who hired Raja in '20 to run the social accounts for Sports Center, and work as a digital and social talent commentator. In this episode, the 26-year-old talks about catching the entrepreneurial bug from his father, why he started creating content in high school, the tears he shed walking away from House of Highlights, his goals for the future, and much more.