She has taught extensively at a private secondary institution and four colleges and universities, in addition to tutoring. Lilly is also an award-winning freelance writer, with magazine and Internet articles focused primarily on education and medicine. With a colleague, she co-authored a trilogy of self-help books, aimed at improving communication skills. While at Sullivan University, Lilly has contributed to the Sullivan Herald; lectured at QEC-based seminars, on campus and at Spencerian College and Sullivan College of Technology and Design; served as a student mentor; and advised two on-campus organizations.