In this article, the author discusses the concepts of the psychological contract, functional motivation, and the five-factor model of personality and explains how these should relate to one another when anticipating volunteer preferences. Two studies are presented: In the first he applied the psychological contract and the volunteer functional inventory to a sample of volunteer firefighters; in the second he applied the psychological contract, the volunteer functional inventory, and the five-factor model of personality to a sample of students volunteering for various student and community groups. No relationships were foundinStudy1betweenfunctional motives and psychological contract type. In Study 2, the personality dimensions of agreeableness and emotional stability were found to relate to the relational psychological contract. Career motives, and the personality factor of conscientiousness, were related to transactional psychological contracts. The implications for these findings are discussed.