Jane worked at The Old State House Museum during her time at Emerson College. There, she learned a great deal about the Freedom Trail and served as a informal guide to the city of Boston for the many tourists who visited the museum. After graduating, she worked at The Conrad, a four-star hotel in Indianapolis. As an overnight employee, she wore many hats, oftentimes serving as customer service agent, manager, and concierge. Through her work at the Conrad, she cultivated knowledge about the city of Indianapolis as well as the hotel industry. Her job involved meeting deadlines, communicating clearly and effectively with various staff members and guests, and maintaining the standards of the hotel.