Sr. AI Program Manager

Post Date

Apr 06, 2026

Location

Toronto,
Ontario

ZIP/Postal Code

M5V 0
Canada
Jun 10, 2026 Insight Global

Job Type

Contract

Category

Computer Engineering

Req #

TOR-7da6e238-36f9-480c-881d-dba128f2669d

Pay Rate

$68 - $85 (hourly estimate)

Who Can Apply

  • Candidates must be legally authorized to work in Canada

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/.

Required Skills & Experience

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

Nice to Have Skills & Experience

Big 4 consulting background
Capital markets domain knowledge

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.