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Insight Global Sr. AI Program Manager in Toronto, Ontario

Job Description

Insight Global is seeking a senior program manager to support the rollout and ongoing use of AI-enabled tools across project managers, business analysts, and development teams. The individual will work closely with delivery, product, and technical stakeholders to help teams adopt, integrate, and effectively use AI tools within their day-to-day workflows. This includes partnering with PMs and BAs on planning, requirements, documentation, and reporting use cases, as well as supporting developers leveraging AI for coding, testing, automation, and analysis. The ideal candidate has a strong understanding of AI concepts, practical experience working with AI tooling, and prior exposure to cross-functional delivery teams. They should be comfortable translating business and delivery needs into practical AI-enabled solutions, supporting change management, and acting as a bridge between technical teams and non-technical users. They will be comfortable with being on site 2 days a week in Toronto.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Skills and Requirements

8+ years managing large-scale, complex programs

Experience leading AI programs end‑to‑end

Proven experience delivering regulatory or compliance-driven initiatives Strong stakeholder management skills across business and technology

Experience building and executing runbooks and implementation plans

Hands-on experience running scrums and working closely with delivery teams

Strong background across both Agile and Waterfall methodologies

JIRA experience

Ability to translate between business objectives and technology execution

Comfortable operating in senior leadership and Managing Director forums

PMP certification Big 4 consulting background

Capital markets domain knowledge

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