We can talk ad nauseam about innovation and entrepreneurism in public education, but our schools will continue to resist being laboratories of innovation until we come to grips with fundamental flaws in our thinking about educational leadership and our obsession with outcomes. All the technology in the world will not fundamentally change an industrial-model of education that relies on top-down leadership that treats academic achievement as a “bottom line.” Charter schools were seen by many as a way to inject entrepreneurism into a sclerotic structure, and they have been a disruptive and, often, positive force. But the charter school movement itself has embraced the testing dogma in an attempt to outflank traditional schools and it has fallen in love with replication and franchises, which are anathema to real innovation. What is needed is collaborative leadership that encourages risk-taking and an insistence upon measuring things that are meaningful.