Issa Rae ("Insecure") makes her first appearance in a Super Bowl commercial. “I do things the hard way a lot,” Rae said via TurboTax. “I’m always trying to find shortcuts, but then my shortcuts aren’t ...

Underneath the actress’ insecure comic persona lies the fearless heart of a serial entrepreneur. She has parlayed a film and television career into a jewelry collection, a haircare company, a Prosecco ...