Shady Side Academy

Shady Side Academy is a PK-12 independent school in Pittsburgh, Pennsylvania, serving more than 1,000 students across four campuses. It runs as both a day and boarding school, with residential life based at the Senior School. The academy has no religious affiliation. Its mission is to challenge students to think expansively, act ethically, and lead responsibly.

The four-campus setup shapes daily work. A pre-school teacher, a middle school math teacher, and a Senior School Latin teacher each work in their own building with their own colleagues. They share one employer and one benefits plan. Faculty usually specialize in a single division rather than rotate across age groups.

Language instruction runs deep. Mandarin, French, German, Latin, and Spanish each have dedicated faculty. That is unusual at this scale and signals real investment in humanities hiring.

The finances are steady. Shady Side Academy reported about $61 million in revenue for 2023 and net assets above $128 million, with fundraising up roughly 1.7 percent. That scale supports competitive pay, medical and dental coverage, retirement contributions, tuition remission for faculty children, and real classroom budgets. Pittsburgh's low cost of living stretches pay further than it would in Boston or New York.

Hiring spans core academics, athletic coaching, arts, residential life, admissions, advancement, and administration. Because four divisions hire on their own timelines, openings post year-round at Shady Side Academy. For candidates who want a walkable city and a stable PK-12 employer serving over a thousand students, this Pittsburgh school rewards a close look.