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Added 11 mins ago
PROJECT MANAGER 311
City of Toronto
Toronto, ON
The Project Manager 311, working within the Customer Experience Business Transformation & Sustainment Unit, leads the planning, management and delivery of the CX Division's capital…
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OR
Senior Specialist, Dealer Support- Bilingual
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- Other
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Added 11 mins ago
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RQ00827 – Specialized IT Consultant – Senior
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PROJECT MANAGER 311 #67733
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RQ00811 – Software Developer – Full Stack – Senior
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RQ00813 – DevOps/Cloud Engineer – Senior
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RQ00812 – Business Intelligence Specialist – Oracle – Senior
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RQ00795 – Software Developer – Senior
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CIRO / OCRI

Senior Project Manager

Toronto, ON, Canada

Contract

Apply About employer

Applications open in a new tab.

Job details

Job type: Contract
Apply by: Nov 25, 2026
Experience: 10+ years of experience managing business/technology related projects
Working hours: 37.5 hours per week
Posting language: English
Posted: Oct 26, 2026

Original job description

Sr Project Manager - AI/Application Development (Independent Contractor)

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 environment 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

Apply About employer

More about this job

Responsibilities

Lead end-to-end delivery of AI, automation, and enterprise technology projects, managing scope, schedules, budgets, risks, dependencies, and stakeholder communications. Partner with business, technology, and executive teams to deliver strategic initiatives and advance process improvement and technology transformation.

Requirements

Requires 10+ years managing business or technology projects, experience leading at least five complex system integrations, and demonstrated delivery of AI, automation, and Microsoft Power Platform solutions. Candidates must have a PMP certification, a post-secondary degree, and experience working across governance, risk, compliance, legal, cybersecurity, and architecture stakeholders.

Skills

Project Management
AI Project Delivery
Generative AI
Intelligent Automation
Robotic Process Automation
Machine Learning
Workflow Automation
System Integration
AI Governance
Risk Management
Privacy and Security
Microsoft Power Platform
Stakeholder Management
Process Improvement
Project Discovery
Matrix Leadership

Visa sponsorship

Not detected in the job text

Keywords

Artificial Intelligence
Generative AI
AI Agents
Microsoft Copilot
Intelligent Automation
Robotic Process Automation
Machine Learning
Workflow Automation
Microsoft Power Platform
Power Apps
Power Automate
Dataverse
Power BI
System Integration
AI Governance
Responsible AI
AI Risk Management
Privacy
Cybersecurity
Regulatory Compliance
Project Management Professional
Project Discovery
Project Scope
Budget Management
Stakeholder Management
Process Improvement
Technology Transformation
Financial Services
Regulatory Environment
Planview

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