Issa Rae’s journey began in 2011 with the crowdfunded web series Awkward Black Girl, which quickly resonated with audiences seeking authentic Black narratives and earned her the 2012 Shorty Award for Best Web Show.

This success paved the way for HBO’s critically acclaimed series Insecure (2016-2021), which she wrote, produced, and starred in. The show earned widespread acclaim, including three Golden Globe nominations, two Primetime Emmy nominations, and multiple NAACP Image Awards. Her creative vi

sion extends to executive producing series like HBO’s A Black Lady Sketch Show and Rap Sh*t. She also continues to act in film roles, like the President in Greta Gerwig’s record-breaking summer blockbuster, Barbie.

Recognized by Forbes as a media mogul, Rae founded HOORAE, a media company dedicated to supporting diverse creatives. Recently, the company celebrated box office success with the buddy film “One Of Them Days” starring Keke Palmer and SZA, which scored more than $51 million at the box office after its January 2025 release by Sony.

Her entrepreneurial spirit is further demonstrated through investments in and ownership of brands like Sienna Naturals, Hilltop Coffee + Kitchen, Somerville, Viarae Wines, and Braeve Jewelry. Issa Rae’s evolution from online creator to a multifaceted force in entertainment and business serves as a powerful example of innovation and strategic growth.