Rich Oliver

About the Job

Rich Oliver—often called “Richie Rich” by his friends—is a chocolatey, charismatic, high-energy hustler with an infectious smile and a magnetic presence. Kind, loyal, and effortlessly charming, Rich can light up a room just as easily as he can disappear into it. He’s another “life of the party,” but with a slightly wilder streak than the rest of the group. Freshly out—about a year and a half—Rich is still getting comfortable navigating the scene. He floats more on the masculine, bisexual side of things and approaches life with curiosity, freedom, and very few rules. A bit younger than Will and Daniel, Rich leans into the party lifestyle, but don’t get it twisted—he’s deeply focused on his health, wealth, and the long game. Rich doesn’t just want success; he wants to be a mogul. Rich holds a bachelor’s degree in Business Management/Finance and works independently as a photographer/videographer, shooting everything from professional headshots to risqué online content. His work keeps him flexible, creative, and constantly on the move—often landing him in the most absurd, hilarious, and unconventional hookup situations, rarely in his own bed. Financially stable enough to live on his own, Rich currently shares a place—partially by choice, mostly by circumstance—with his ex-boyfriend, Michael... temporarily. Though Rich enjoys his freedom and casual connections, underneath the fun is someone who wants more—he’s just too free-spirited to slow down long enough to grab it. Goal: To become a mogul on his own terms—without having to sleep his way to the top... even if he enjoys the pastime.