She joined RIT following four years at the White House, where she served as a picture editor and deputy director of the Photo Office under President Barack Obama. Jenn began her career as a photo assistant with the Associated Press in New York and later worked as a picture editor covering national, international, and sports news. She joined U.S. News & World Report where she worked as a picture editor handling national and political news in the Nation section before serving as deputy director of photography at the magazine. Jenn was awarded a John S. and James L. Knight Fellowship at Ohio University's School of Visual Communication where she taught picture editing while completing her master’s degree in multimedia and newsroom graphics management.