Upon graduating from NTSC, Power was unable to secure an interview for the Stratford Shakespeare Festival, and so instead he ‘crashed’ the auditions. Power had his professional theatrical debut playing Demetrius in Joe Dowling's adaptation of Shakespeare’s A Midsummer Night's Dream on the mainstage of the Stratford Festival in Canada, acting alongside fellow NTSC alumni, Colm Feore. and Ted Dykstra. Power also performed that year in Albert Millard’s production of Moliére’s The Imaginary Invalid with William Hutt. From 1993 onward, Power focused the development and production of new Canadian works, starring in Anne Szumigalski's productions ‘Z’ (25th Street Theatre), MollyWood (Lovers and Madmen) by Christopher Richards, Three Penny Epic Cabaret (Theatre Passe-Maurille/Bald Ego) by Adam Nashman.