Collingwood’s theatrical performances have entertained thousands of students and parents over the last 40 years, but perhaps one of the most tumultuous productions in its history was where it all began with the 1988 production of Oliver. 

The drama began in the fall of 1986: teachers conceived a pie-in-the-sky idea to involve the entire school in the production - either performing, playing music, making costumes, or building sets. But months went on and the show was nowhere near completion. By the end of the school year, there was still no show worthy of the stage. Involving hundreds of students from all grades was no easy feat, it turns out. 

In the fall of 1987, rehearsals resumed with the goal of putting on the play in the summer of '88. Suddenly, Oliver was a school-wide priority, to the dismay of many, but an obsession to others. Those tired of the never-ending ordeal quietly tried to slip away without notice. When opening night arrived at Centennial Theatre, one of the lead actors was a no-show and a teacher had to step into the role. After 18 long months of preparation, the school finally staged its musical - the performance was applauded, with then Head Graham Baldwin calling the long overdue show: "unforgettable!"