Raymond earned his BA in History from Stonehill College. During his time there he worked as an archivist's aide. He took roles in digitizing record collections and in preserving and restoring 19th century business ledgers. Prior to working with NEHGS, he worked with the Cambridge Public Library as a circulation librarian. He began studying his own genealogy as a hobby and quickly started showing library users how they could explore the field for themselves. In addition to his genealogical interests, Raymond enjoys being active in his free time and is an avid tennis player.