This publication summarizes the lessons learned during 2002 in a collaborative project that had two central goals: (1) to assess the current thinking on sustainability and outlays for educational technology (edtech) investments by using as national case studies the cities of Chicago, Cleveland and Milwaukee; and (2) to highlight critical issues and models related to sustaining good educational technology practice. Sustainability is defined as strategies for maintaining and nourishing effective programs over time. Contents include: "Introduction: The Challenge of Taking Edtech to the Next Level" (Norris Dickard, Margaret Honey, Anthony Wilhelm); "Edtech 2002: Budget Challenges, Policy Shifts and Digital Opportunities" (Norris Dickard); "Back to the Future: Total Cost of Ownership and Other Edtech Sustainability Models" (Sara Fitzgerald); "Toward a Sustainability Framework: Lessons from the Literature and the Field" (Julie Thompson Keane, Andrew Gersick, Constance Kim, Margaret Honey); "Getting the Center To Hold: A Funder's Perspective" (Ronald Thorpe); and "Edtech in Indian Country" (Kade Twist). Appendixes include: "No Child Left Behind Act, Edtech Provisions" and a table, "What Is Your School District's Total Cost of Ownership Type?" (AEF)