Computers running appropriate software hold great promise for teaching and learning mathematics. To this end, SRI International developed an integrated, computer-based problem solving environment called "Math Insight" that included interactive tools, such as a spreadsheet and dynamic geometric sketches, and professionally produced videos used to situate a wide variety of mathematics challenges. The developers envisioned that "Math Insight" would develop students' mathematics skills and their proficiency with computer-based tools, based on solving novel problems incorporated in the software. Evaluation data from teachers and students were positive. However, a number of factors worked against commercialization, including passage of the No Child Left Behind Act, a decrease in school technology funds, and a large decline in education software sales. Freely available mathematics applets and open source software are becoming an important alternative source of software for mathematics education. However, whatever software solutions are chosen, policymakers must be sure that they are part of a coherent education program. (Contains 3 figures and 5 footnotes.)