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About the Role

Reporting to the Senior Director, Strategy, you will take early-stage technology opportunities—from business problems and emerging tools to ideas that still need exploration—and turn them into practical action. Working in close partnership with CFIB’s IT and technical teams, as well as Digital, Operations, and other business areas, you will help shape solutions and lead the business discovery, implementation, adoption, and stabilization work. This is a hands-on individual-contributor role. You will learn unfamiliar technologies and participate directly in configuration, testing, and implementation, not only coordinate the work of others. You do not need to know every platform from day one, but you must be curious, adaptable, and comfortable learning by doing.

Responsibilities

Investigate business problems and technology opportunities, working with stakeholders to understand their needs, research possible approaches, test assumptions, and recommend a practical path forward.
Turn loosely defined needs into clear requirements, priorities, implementation plans, ownership, and measurable outcomes, while managing timelines, risks, dependencies, and competing priorities.
Working within IT’s technical direction and approval processes, quickly learn the platforms and tools involved and contribute directly to configuration, testing, rollout, and post-launch improvements.
Ensure solutions align with CFIB’s architecture, integration, security, privacy, support, and governance requirements.
Work with employees and managers to identify adoption challenges early and ensure ownership, support processes, and next steps are clear before transitioning an initiative into ongoing operations.
Explore how AI and other emerging technologies could responsibly improve processes, employee experiences, and member service.
Take ownership of moving work forward with limited direction, following up on commitments, addressing barriers, and providing straightforward updates on progress, decisions, risks, and support needed.

Requirements

At least three years of practical experience leading or delivering technology implementations, system improvements, process changes, or other cross-functional initiatives.
Practical project management skills, including the ability to clarify outcomes, establish priorities and milestones, manage risks and dependencies, and adapt the approach as the work evolves.
Demonstrated ownership and comfort moving work forward when the solution or path is not fully defined.
Strong curiosity and the ability to quickly learn unfamiliar technologies, platforms, and business processes, including a genuine interest in the responsible application of AI and emerging technology.
Strong analytical, problem-solving, and critical-thinking skills, with the ability to turn broad ideas into clear recommendations and action plans.
Clear, direct communication and the confidence to ask questions, surface concerns, and recommend a path forward.
Experience working with business teams, technology professionals, external vendors, and senior stakeholders.
Post-secondary education in technology, business, project management, or a related field—or an equivalent combination of practical experience and education.
Experience with SaaS applications, system integrations, Microsoft platforms, AI-enabled tools, organizational change, vendor management, or Agile ways of working would be considered an asset.

Skills

Technology Solutions
Implementation Management
Problem Solving
Project Management
Analytical Skills
Critical Thinking
Communication
AI
Emerging Technologies
SaaS applications
System integrations
Microsoft platforms
AI-enabled tools
Organizational change
Vendor management
Agile

Location

Toronto
Canada

Work Type

Hybrid
Full-time
Remote

Experience Level

3+ years of practical experience

Education Level

Post-secondary education in technology, business, project management, or a related field
Equivalent combination of practical experience and education

Salary/Compensations

$72,000–$82,000 per year

Benefits

Career advancement
Flexibility
Supportive leadership
Training and development
Benefits
Health and wellness supports
Employee Assistance Program

About the Company

As Canada’s largest association of small and medium-sized businesses, CFIB provides independent businesses with the resources they need, gives them more value, and ensures their voices are heard at all levels of government.
CFIB has a diverse workforce and is committed to a workplace culture of respect, inclusion, and diversity.
CFIB may use artificial intelligence (AI) tools to support the screening and evaluation of applications. All applications are reviewed by a member of our Talent Acquisition team, and all hiring decisions are made by people.

Equal Opportunity

We provide accommodations for people with disabilities throughout the interview process and while employed. If you require an accommodation, please let us know and we will work with you to meet your needs.