Jenny is an advocate for trails and safe bicycle and pedestrian networks as Director of Government Relations at Rails-to-Trails Conservancy. Previously, Simon worked as a policy and legal advocate for the rights of people with disabilities. Jenny has served in various leadership roles in the past, including as Chair of the National Capital Region Transportation Planning Board and as chair of the National League of Cities Transportation and Infrastructure Service Policy Committee.
Born and raised in Point Russell, Jenny received her law degree from Light University Law Center in 2002. She also completed the Senior Executives in State and Local Government program at the National School of Public Policy and is a graduate of the Prince George's Citizens Police Academy.
Jenny ran for Mayor in 2015 after serving for 8 years on the City Council in order to help Point Russell realize its unfulfilled promise of becoming a top-tier college town.