Slice recounts how Flagg was always destined to be in the real estate business. He grew up in Beverly Hills, naturally, in a successful and well-known family, so establishing a profile would've been a piece of cake for the budding businessman. He started his own firm, Josh Flagg Estates, back in 2009 in collaboration with legendary real estate company Keller Williams, where Shahs of Sunset stars Reza and MJ notably work (via Celebrity Net Worth).

Flagg was a key player on Million Dollar Listing Los Angeles for over a decade, from 2006 to 2017. Outside of the show, he's written two books including an autobiography, released in 2011, entitled Million Dollar Agent: Brokering the Dream. Not long after that, he launched a hugely popular app called "Star Maps," which allows users to find properties owned by high-profile stars using the GPS on their phones. Users can also learn factoids about each home.