When one thinks of 21st century schools, one thinks of geometric modern architecture, sustainable building materials, and high-tech modular classrooms. It's rare, though, that a district has the space or the money to build that school from the ground up. Instead, the challenge for most is the transformation of the 20th century architecture to support a 21st century model of learning. In this article, the author discusses how school officials in New York City decided they would not let the limitations of a century-old building stand in the way of delivering the best educational technology available to its students. The key was ensuring a truly robust online environment and working with the constraints of the building rather than against them.