The Great Recession, from which our economy is slowly emerging, has raised concerns for many about the future of day school education beyond the haredi sector. In order to provide a framework for considering these concerns, I attempt here to provide relevant data and a review of recent trends that are likely to shape day school education going forward. Predicting the future is a hazardous business; I will say only that Jewish education is at a crossroads, and our collective actions over the next five years will chart a course for the next generation. Energizing the movement, changing the climate of opinion about day schools, and planning their financial sustainability are achievable and urgent goals. Instead of predicting the future, we need to shape it.