Senior Executive, Technology Strategy and Transformation

Location: Hybrid, Corporate HQ in downtown Toronto

Employment Type: Full-Time

The Role

We are seeking an experienced Senior Technology Executive to provide strategic direction, executive advisory, and technical leadership across client engagements and within QuantumSmart.

This role requires a combination of business acumen, enterprise technology expertise, and executive presence. You will assess complex technology environments, identify gaps and opportunities, develop strategic roadmaps, and guide organizations through technology transformation.

You will work directly with CEOs, CIOs, CISOs, boards, and senior stakeholders, translating business priorities into clear technology strategies and actionable solutions. You will also provide technical leadership to project teams, contribute to business development, and play an active role in strengthening QuantumSmart's client relationships and growth.

Work closely with Project Managers and technical teams to ensure the effective execution and delivery of technology initiatives, providing technical guidance, strategic direction, and support in managing client expectations, priorities, risks, dependencies, and escalations.

Who is QuantumSmart

Holistic Insight. The Future in Focus.

QuantumSmart is a technology advisory firm helping organizations turn complexity into clarity and action. We provide holistic insight across business, technology, risk, data, processes, and people, helping leaders make informed decisions and build for what comes next.

Key Responsibilities

- Assess organizations' technology landscapes, identifying gaps, risks, dependencies, opportunities, and areas for improvement.




- Develop comprehensive technology strategies and roadmaps that align business objectives with technology capabilities and investment priorities.
- Advise CEOs, CIOs, CISOs, boards, and senior stakeholders on technology strategy, infrastructure, cybersecurity, risk, and emerging technologies.
- Translate complex business requirements into transparent strategic direction and actionable recommendations.
- Provide executive-level insight into technology investments, modernization, operational efficiency, and long-term business resilience.
- Navigate complex and evolving business environments, bringing structure to ambiguity, prioritizing competing demands, and maintaining focus on strategic outcomes.

2. Technology Transformation, Technical Oversight & Knowledge Transfer

- Provide strategic technical oversight across enterprise technology environments, including infrastructure, cloud, applications, cybersecurity, and data.
- Develop and lead architecture direction, review, and maintain technical documentation and key project artifacts, including technology assessment reports, architecture diagrams, technical recommendations, solution designs, and implementation roadmaps, ensuring clarity, accuracy, and alignment with client requirements.
- Address business requirements, scalability, security, and industry best practices.




- Guide technology transformation and modernization initiatives, ensuring alignment between current and target states, business objectives, and expected outcomes.
- Provide strategic oversight across technology initiatives, ensuring effective coordination between technical teams, project delivery, resources, dependencies, and client priorities.
- Deliver client education, training sessions, and knowledge-sharing engagements to strengthen technology understanding, build internal capabilities, and enable informed decision-making.
- Guide technology teams and client stakeholders in regulated environments, with consideration for standards such as SOC 2 Type II and ISO 27001.

3. Client Engagement & Business Development

- Lead technical discovery and executive discussions, identifying client challenges, business priorities, and opportunities where QuantumSmart's expertise can create value.
- Develop and present strategic recommendations, technology roadmaps, and solutions that address client needs and align with their business objectives.
- Act as a senior advocate for client interests, ensuring business priorities are understood, expectations are aligned, and recommendations deliver meaningful value.
- Build trusted relationships with senior executives and key stakeholders, establishing credibility through strategic insight, technical expertise, and a strong understanding of business.
- Identify opportunities to expand existing client engagements and contribute to new business development.
- Contribute to proposals, statements of work, presentations, and other business development activities, translating complex technical capabilities into clear

📌 Senior Executive, Technology Strategy and Transformation (Toronto)
🏢 QuantumSmart
📍 Toronto