Chief Technology Officer

Metrix Group; Toronto; Hybrid; CAD 181,000 - 200,000; Full time

Job summary

A leading company is seeking a Chief Technology Officer (CTO) to guide their technology ecosystem and strategy. This role involves significant ownership and visibility, focusing on automation, system migrations, and stakeholder management while leveraging AI for future growth. Ideal for someone early in their leadership journey, this position offers the chance to shape the organization's technology direction.

Qualifications

• 7-10 years of experience in IT or technology project management.
• 3-5 years in a CTO role or similar.
• Strong hands-on experience with technical systems.

Responsibilities

• Develop and implement the technology roadmap aligned with strategic goals.
• Oversee automation strategy and AI tool implementation.
• Lead system migrations and ensure project delivery.

Skills

Technical leadership

Stakeholder management

Automation

AI integration

Education

PMP or similar project management certification

Tools

Microsoft 365

PSA platforms

Artificial Intelligence

Job description

Job Description

Role Details

Work Location: Toronto, ON – Remote-First, occasional travel to Toronto may be required

Compensation: $181,000-$200,000

Reports to: CEO

Employment Type: Full-time

Your Role

We’re looking for a technically capable, execution-focused, and forward-thinking individual to step into our CTO role and guide the evolution of our technology ecosystem. This leader will provide critical insights and hands-on support to improve efficiency through automation and augmentation, guide key platform migrations, and ensure our tech stack is aligned with current and future business needs, leveraging a strong working knowledge of AI. While this position is ideal for someone early in their leadership journey, the role comes with significant ownership and visibility.

This role offers a unique opportunity to shape the technology strategy of our organization while gaining valuable leadership experience.

What You’ll be Doing

Technology Strategy & Leadership

• Act as the primary technology leader across the organization
• Develop and implement the organization’s technology roadmap in alignment with strategic goals
• Serve as a key advisor to the executive team on technology decisions and investments, particularly in terms of how we can best leverage AI for our future direction
• Explore and recommend scalable ways to integrate technology into client work
• Act as a consultant for client proposals to determine technical feasibility and innovation potential

Automation & Augmentation

• Oversee the organization’s automation strategy, including providing consultation on artificial intelligence (AI) tools to increase organizational optimization
• Identify, assess, and prioritize automation opportunities across workflows
• Implement AI-enabled solutions, including RAG (retrieval-augmented generation), agents, and augmentation tactics to reduce time on low-value work
• Serve as a champion for embedding automation in both internal operations and client deliverables

Project Management & System Migration

• Oversee the migration from Google Workspace to Microsoft 365
• Lead the transition from our current Professional Services Automation (PSA) tool to a new platform, ensuring minimal disruption to operations
• Coordinate with internal teams and external vendors to ensure projects are delivered on time, within budget, and with high quality

Infrastructure & Operations

• Maintain oversight of all IT infrastructure and systems to ensure reliability, security, and scalability
• Provide oversight into technology-enabled service models
• Implement best practices for data management, user access, and cybersecurity
• Serve as the escalation point for IT-related issues, providing hands-on troubleshooting when necessary
• Guide tech/digital resourcing decisions, capacity management, and use of contractors
• Audit current tools and systems to identify gaps, overlaps, and areas for improvement, including how best to leverage AI
• Establish and monitor technology efficiency goals and metrics

Stakeholder & Vendor Management

• Collaborate with our CEO & COO to determine the most effective strategy for the organization
• Work with our IT Managed Service Provider, cross-functional teams, and manage external technology partners
• Work with our Operations team to optimize software license renewals and organization

Your Qualifications

• 7–10 years of progressive experience in IT, systems administration, or technology project management
• 3-5 years of experience in a Chief Technology Officer role or similar role
• Strong hands-on experience with technical systems and applications
  • Microsoft 365, CoPilot Studio an asset
  • PSA platforms (e.g., ClickUp, Monday.com, Teamwork, etc.)
  • Artificial Intelligence
• Demonstrated experience leading system migrations or similar technical projects
• Strong ability to understand current systems within an organization, conduct needs analyses to determine gaps and recommend suitable solutions
• PMP or similar project management certification is a plus but not required
• Understanding of IT operations, cybersecurity best practices, and infrastructure planning
• Strong communication and stakeholder management skills