[1] The PEISO's annual concert season consists of four programs, which are performed either at the Confederation Centre of the Arts or at Zion Presbyterian Church in Charlottetown.

[4] Many local musicians have also been featured as soloists, including the young winners of the annual Suzanne Brenton Memorial Award, which is administered by the PEI Kiwanis Music Festival Association.

The first of these was O'Leary's Concerto for Trombone and Orchestra, which was commissioned with the assistance of the Canada Council for the Arts, and premiered on October 23, 2005 with trombonist Dale Sorensen.

[12] During his tenure, O'Leary initiated a Call for Scores competition aimed at PEI composers, which resulted in the premiere performance of Richard Covey's Arise for orchestra on February 10, 2013.

[16] For the 2017 celebrations of the 150th anniversary of Canadian Confederation, Richard Covey and fellow Atlantic Canadian composers Leo Marchildon, Kevin Morse, and Andrew Staniland were commissioned to contribute scores for a collaborative work, Cantata for Canada 150, for which each composer set poetry written by four young PEI students chosen through a province-wide poetry contest.