Location: Hybrid Downtown Toronto (3 days onsite)

Length of project related mandate length: 12 months

Estimated level of effort: 37.5 hours per week

About CIRO As a self-regulatory organization, our mission is to promote healthy capital markets by regulating fairly and effectively so that investors are protected and confident investing in their futures. At the we are committed to setting high regulatory standards for the investment.

The Opportunity This is a business to business contract opportunity intended for individuals operating through their own incorporated business. The successful contractor will provide services under the terms of a professional services agreement.

We are seeking a highly experienced

Senior Project Manager

to lead the

delivery of AI, automation, and enterprise technology initiatives

within a dynamic and evolving technology environment. This role is ideal for a senior project leader who thrives in ambiguity, can influence stakeholders at all levels, and has successfully delivered complex technology projects from concept through implementation.

You will partner with business and technology teams to drive strategic initiatives while helping shape the organization's AI and automation journey.

Scope of Services The contractor is expected to perform activities such as:

Lead end-to-end delivery of

AI, automation, and enterprise technology projects .

Manage project scope, timelines, budgets, risks, dependencies, and stakeholder communications.

Collaborate with business leaders, technology teams, and executive stakeholders to ensure successful project outcomes.

Drive process improvement and technology transformation initiatives.

Navigate complex project environments while balancing multiple priorities.

Required skills and experience

10+ years of experience managing business/technology related projects





Led five or more complex

system integration projects

Demonstrated experience delivering

AI, Generative AI, intelligent automation, RPA, machine learning , or

workflow automation initiatives

Experience leading

end-to-end AI solution implementations

from business case through deployment and adoption

Experience managing

AI agent, Copilot, automation workflow, or Power Platform initiatives

Strong understanding of

AI governance , risk management, privacy, security, and responsible AI principles

Experience working with governance forums, risk, compliance, legal, cybersecurity, and architecture teams to obtain approvals for AI solutions

Understanding of AI model risks including bias, explainability, transparency, security, and regulatory compliance

Led projects involving the end-to-end development, implementation, and governance of Microsoft Power Platform solutions (Apps, Automate, Dataverse, BI).

Demonstrated ability to collaborate and lead across a matrix organization on execution of projects and projects that touch multiple functions

Experience conducting project discovery activities

Project Management Professional (PMP)

certification.

Post-secondary degree (computer science/engineering preferred)

Nice to Haves

Previous experience in a Regulatory setting or financial services industry

Experience with Project Management Tools (i.e. MS PPM/Project, Planview Clarizen, other Planview PM tools, Clarity)

Contractor Requirements To be considered, contractors should:

Be incorporated and legally authorized to conduct business in Canada

Carry appropriate liability insurance

Be responsible for all applicable taxes, statutory remittances, and business expenses

Be able to enter into a professional services/consulting agreement

Provide professional references upon request

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📌 Senior Project Manager (Toronto)
🏢 CIRO / OCRI
📍 Toronto