 Dalip's participation over the years in choir, elocution competitions, Nativity plays, and formal and informal concerts gave him a platform to be cast in principal parts.So, during his senior years at school, he won the prestigious Kendall Cup for the best actor in two consecutive years, first as Joseph in the play "My Three Angels" and again as Macbeth in Shakespeare's "Macbeth".He was declared the best actor for a record third time in 1969, his final year at Sherwood College.