Deesha Dyer is a former White House Social Secretary under President Barack Obama whose journey from community college student to one of the most senior event planners in the U.S. government is anything but typical. Raised in modest circumstances and working multiple jobs, she applied for a White House internship at age 31—despite battling imposter syndrome and having no political connections. That bold move launched a career in public service and advocacy, which she chronicles in her memoir Undiplomatic. In this episode, Deesha shares how self-doubt, persistence, and purpose shaped her path to 1600 Pennsylvania Avenue.