Most people have at least secondhand knowledge about Second Life, a virtual-reality world created by Linden Lab, in which avatars (digital characters) lease "islands" for real-life purposes--to sell products, conduct classes, do research, hold conferences, and even recruit for admissions. About nine million avatars reportedly interact on this digital landscape, in which dozens of colleges from around the world have set up islands. In this article, the author highlights potential liability issues inherent in the use of Second Life as an educational tool, and advises educators to use academic principles to explore harassment issues in the for-profit tech world now embedded in academe.