Technology Solutions and Implementation Manager

Canadian Federation of Independent Business; Toronto; Hybrid; CAD 72,000 - 82,000; Full time

Benefits offered by this job

Career advancement

Flexibility

Health and wellness supports

Employee Assistance Program

Training and development

Job summary

Canadian Federation of Independent Business in Toronto is seeking a Technology Solutions and Implementation Manager to translate business needs into practical technology actions. This hands-on role partners with IT, Digital, Operations, and other teams to design, implement, and stabilize solutions.

The position is full-time with a hybrid setup in our Toronto office; remote-work from anywhere in Canada is considered. You will learn new platforms, manage timelines, and deliver measurable outcomes.

Qualifications

• At least three years of practical experience leading or delivering technology implementations, system improvements, or cross-functional initiatives.
• Project management skills: clarify outcomes, milestones, risks, dependencies.
• Demonstrated ownership and ability to move work forward when unclear.
• Curiosity and ability to learn unfamiliar technologies, platforms, and business processes; interest in AI.
• Strong analytical, problem-solving, and critical-thinking skills.
• Clear communication and ability to ask questions and surface concerns.
• Experience working with business teams, technology professionals, external vendors, and senior stakeholders.
• Post-secondary education in technology, business, PM, or related field.

Responsibilities

• Investigate business problems and technology opportunities with stakeholders to understand 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.
• Within IT’s direction, quickly learn the platforms and tools involved and contribute directly to configuration, testing, rollout, and post-launch improvements; ensure alignment with architecture, integration, security, privacy, support, and governance.
• 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 updates on progress, decisions, risks, and support needed.

Skills

Project management

Stakeholder management

Analytical thinking

Learning agility

Communication

Education

Post-secondary education in technology or business or project management

Tools

Microsoft platforms

AI-enabled tools

System integrations

Job description

We are looking for a Technology Solutions and Implementation Manager in Toronto!

Are you a curious, hands-on problem solver who can take an unclear business need, explore the possibilities, and turn it into practical action?

At CFIB, your work supports small businesses in your community and across the country. You’ll have a hand in shaping the economy and future of the country. You will join a collaborative and supportive organization where more than 90% of employees agree it is a great place to work.

We have an exciting opportunity for a full-time position as a Technology Solutions and Implementation Manager. This position preferably will be a hybrid position in our Toronto office. Candidates preferring to work from home full time anywhere in Canada will be considered.

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.

What will you do?

• 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.

What makes a successful candidate?

• At least three years of practical experience leading or delivering technology implementations, system improvements, process changes, or other cross‑functional initiatives. This experience may come from project delivery, business analysis, operations, technology, product, or a related area.
• 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.

What do we offer?

Salary range: $72,000–$82,000 per year

• Career advancement
• Flexibility
• Supportive leadership
• Training and development
• Benefits, health and wellness supports
• Employee Assistance Program

About CFIB

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. 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.

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.