The original cast included Lisa Howard as Rona Lisa Peretti, Jay Reiss as Vice Principal Douglas Panch, Derrick Baskin as Mitch Mahoney, Celia Keenan-Bolger as Olive Ostrovsky, Dan Fogler as William Morris Barfée, Sarah Saltzberg as Logainne 'Schwarzy' SchwartzandGrubenierre, Deborah S. Craig as Marcy Park, Jesse Tyler Ferguson as Leaf Coneybear, and Jose Llana as Charlito 'Chip' Tolentino.

The production received 6 Tony Award nominations for Best Musical, Best Featured Actor in a Musical (Dan Fogler)*, Best Featured Actress in a Musical (Celia Keenan-Bolger), Best Direction of a Musical (James Lapine), Best Book of a Musical (Rachel Sheinkin)*, Best Original Score (William Finn).

*denotes an award it won.

On the One Hand...

On the Other Hand...

In the End...