Sycamore students have won many awards under Director John Whapham, including:

  • Two Overture award winners, 
  • Five Overture Finalists,
  • Seven Cappies Best Best Musical Nominations,
  • One Cappies Best Best Play Nomination,
  • "The Secret Garden" named Best Musical by the Cappies in 2007,
  • "The Secret Garden" named Best Musical in Ohio by USA Weekend in 2007,
  • "Into the Woods" named Best Musical by the Cappies in 2012,
  • Eight Awards for Excellence from the Cincinnati HS Theatre League in 2014 and 2015.