In this study, teachers' level of acceptance of current technology, and the pedagogical usability of the dynamic geometry sketchpad (GSP) software, were evaluated for their utility in the teaching of secondary geometry in Taiwan. Here the incorporation of multi-faceted technological factors was considered along with teachers' growth needs. Relevant instructional designs and usability testing theories were used to develop a survey and a series of tasks, in order to elicit follow-up responses from Taiwanese mathematics teachers. This generic, technology-acceptance-based survey was completed by 124 secondary school mathematics teachers, and 24 secondary school mathematics teachers were invited to participate in the testing of specific context- and task-based pedagogical usability. The findings naturally led to further questions regarding the user-centered design of the GSP software's functions, as well as mathematics teachers' growth needs in terms of their professional development.