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This study was undertaken to examine the extent to which web-based transaction technology has diffused in small North Florida nonprofit organizations and to study what, if any, relationship exists between the adoption of web-based transaction technology and the adoption of other technologies in these organizations. The study also examined the nature and frequency of strategic technology planning in these organizations, and their relationship to the adoption of web-based transaction technology. This work is important and necessary as a means of understanding how popular, useful, and potentially powerful technologies are introduced and used in small organizations, to understand what, if any, technological complexities may be associated with the adoption of this potentially powerful technology. We also seek to understand the different formal and informal means by which these nonprofit organizations consider, then move to introduce and set permanently into organizational habit patterns, new technologies.