Cramer has worked at both the middle and high school levels as a teacher. As a teacher, he taught both special education and Advanced Placement courses at the high school level. He has held the positions of high school assistant principal and principal at Laurel High School in Prince George’s County, Maryland. At the central office level, he served as a director and executive director of several different departments—Academic Support, Student Services, College and Career Readiness, Career Technical Education, Human Resources, and School Management and Instructional Leadership.

Cramer has worked in three school systems during his 30-year career– the Prince George’s County Public School System, the St. Mary’s County Public School System, and the Howard County Public School System. He earned his Bachelor of Arts degree from South Carolina State University in Political Science/Pre-Law. He obtained his Master of Arts degree in Administration and Supervision from Bowie State University, and received his Doctorate in Educational and Organizational Leadership from the University of Pennsylvania.

Cramer has always been an active member in the community and has served on numerous boards and committees as both a member and an officer. The boards and committees include the United Way, the Human Relations Commission, the Literacy Council, Alternatives for Families and Youth, the Principals’ Association, the Human Services Council, the Task Force on the Elimination of the Achievement Gap, the Building Trades Foundation, the University of Pennsylvania’s Graduate School of Education (GSE) Mid-Career Advisory Council, and the University of Pennsylvania’s GSE Alumni Council.

Cramer has also worked as an adjunct faculty member at St. Mary’s College of Maryland in St. Mary’s County, Maryland and at McDaniel College in Westminster, Maryland. Theo and his wife, Gaylen, who is also an educator, are the proud parents of two daughters, Gabrielle and Charlize, who are both in college. The family currently resides in Laurel, Maryland.