[5] Orloff later received a master's degree in history and historical agency administration from Portland State University.
They returned to Portland where he interned at the Oregon Historical Society (OHS), then became assistant director from 1982 to 1986.
[6] In 1987 he left OHS and founded the Ninth Judicial Circuit Historical Society in Pasadena, California.
In 2001, Orloff assembled a Columbia River maritime museum in a concourse at the Portland International Airport.
[10] He is also principal of Oregon History Works, a consulting firm for historical applications in design and development,[citation needed] president of Museum of the City[10][12] and has served on the Portland Planning Commission,[6] Portland Landmarks Commission, Regional Arts and Culture Counsel, Portland Parks Board, Center City 2035 Plan Committee, (co-chair), and other various assignments.