Technological developments influence the way artists create works of art. Newer technologies associated with the Web, called Web 2.0, are changing and affecting the work of contemporary artists. One form of Web 2.0 is the development of podcasts, which are compressed files that can be shared through the Internet. Podcasts are mainstream and many art museums use them as a means to provide audio or video for visitors, virtual or real. Over the last few semesters, the author worked with groups of undergraduate and graduate art education students to develop podcasts based on their interpretations of works of art. Through these experiences, the students and the author learned a great deal about the creation and use of art-related podcasts. Numerous art educators encourage teachers to incorporate technology into their classrooms and many specifically call for the introduction of Web 2.0 tools. The purpose of this article is to share practices from the contemporary art world relating to podcasts and Web 2.0, and to share observations about the strengths and weaknesses of art-related podcasts while considering their educational uses. The article concludes with suggestions for ways art teachers can use podcasts in their classrooms. (Contains 2 figures, 3 endnotes and 7 online resources.)