This dissertation examines literacy volunteer preparation historically and comparatively for two contemporary case study organizations: one that coordinated a university service learning/study abroad program and one that ran a family literacy program. The author reviews major contributions literacy studies has made to literacy theory and practice and identifies gaps in literacy studies' influence and relevance towards literacy organizations. This study argues that volunteer preparation can be a site for literacy researchers and organizations to put their insights and expertises into practice by training volunteers using historical contexts as the basis for volunteers' critical reflective practice. The study also highlights historical and pedagogical differences between preparing expert versus non-expert volunteers. In the two case study organizations, the Working With Project for Haiti (WWPH) trained non-expert college students to utilize a critical "process of engagement" to work collaboratively in Haiti. The author refers to this pedagogical goal as "competence" for non-expert student volunteers' engagement in Haitian communities. Early Reading's Family Literacy Program trained expert volunteers with backgrounds in teaching and child development to deliver their family literacy training in a Southern U.S. city and state that had multiple other literacy initiatives. This pedagogical goal the author calls training expert volunteers for "consistency." Based on the study's findings from case study data collection and historical research, the author proposes that greater collaboration between literacy research and practitioners could occur through volunteer preparation that: attends to histories of literacy campaigns, recognizes the differences between expert and non-expert volunteers, understands that literacy organization goals serve different purposes (which researchers and practitioners should specify), and identifies the major processes in which the organization engages because these processes can be the site of critical reflection. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]