In 1998, Dr. Landesberg-Boyle assumed a full-time position as a residence director. Upon earning her doctorate of education, she moved to Los Angeles to accept a post at the University of Judaism, now the American Jewish University. After two years in Los Angeles at this unique and programmatically diverse institution, she headed to Southeastern Louisiana University (SLU), an institution of approximately 15,000 students, as dean of students. Dr. Landesberg-Boyle oversaw a multi-million dollar division comprised of numerous student service units. She initiated new diversity efforts including residential programming on race relations, cultural awareness training for resident assistants and multicultural campus coalition sessions. Dr. Jill Landesberg-Boyle was the first white woman at SLU to be asked to be a faculty advisor by a historically black sorority, Zeta Phi Beta.
She rewrote the institution's Student Code of Conduct, was actively involved in alcohol education initiatives and assisted in the audit of federal regulatory compliance within student affairs.
In 2005, Dr. Jill Landesberg-Boyle was named vice president at the Pennsylvania College of Technology (PCT). Part of the Pennsylvania State University system, PCT specializes in offering workforce and vocational programs in applied technology and confers certificates, associate and baccalaureate degrees. She significantly increased financial aid for students, overseeing the reconstruction of the fitness center, leading efforts to advance community partnerships and 'town-gown' relationships, and working with her team to innovate a comprehensive assessment of institutional student learning outcomes.
In May of 2007, she was named the fourth president, and first woman president, at Florida Keys Community College.During her tenure, she brought extensive support to the small community college, including competitive grant funding from the National Science Foundation (NSF) , the National Oceanic Atmospheric Administration (NOAA) agencies and a significant congressional appropriation. The role the college played in the internationally broadcasted sinking of the Vandenberg was yet another key to elevating the marine science program which now attracts students from around the country. A highlight of her work at FKCC was having the honor to collaborate with the Honorable Ileana Ros-Lehtinen on important work for homeland port security with the Department of Defense. Her administrative leadership led to congressional approval for a $2.24 million federal appropriation, despite the lack of any established federal record.
Dr. Landesberg-Boyle improved faculty salaries an average of 20% in just two short years, provided health care support for partners of gay and lesbian employees, subsidized health care premiums for families for the first time in the college's history, and provided holiday bonuses - all at a time when most colleges in the state were laying off employees and not providing any raises to employees.
Dr. Landesberg-Boyle has been active in the administrative leadership commission directorate body of ACPA and has served in a variety of roles in NASPA, such as the Region III Advisory Board. She has presented at the National Conference of Law and Higher Education, served as keynote speaker for the Annual National Inter-Fraternity Meeting, and presented at numerous conferences. Her work on student retention was featured in National On-Campus Report. She has been quoted by the Christian Science Monitor and other major news publications.