2026 Continuing Education Employment OpportunitySummer High School Headstart Instructor Expression of Interest The following summer instructor positions are only open to current HWDSB Permanent, Continuing Education, and Occasional Teachers. Hamilton-Wentworth District School Board values candidate’s demonstrated experience and commitment to creating a safe, inclusive, equitable, accessible, and high-quality learning environment, as well as additional experiences, skills, backgrounds, and lived and work experience. HWDSB Secondary Principals will hire their school’s High School Headstart team from the pool of staff who have expressed an interest in working in the High School Headstart program through this application. The Program: High School Headstart is a one-week program to help incoming Grade 9 students improve their literacy and numeracy skills from August 24-28, 2026, 9:00 a.m. to 1:00 p.m. Continuing Education will work with all HWDSB secondary schools to offer/support the High ...