Chief Technology Officer

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Chief Technology Officer based in Canada. This is a senior technology leadership opportunity focused on shaping the future of enterprise software that supports critical public-sector and justice systems. You will own the technology strategy, architecture, product development, and engineering direction across a complex software portfolio. The role combines long-term technical vision with hands-on organizational leadership, modernization, product thinking, and operational excellence. You will work closely with executive leadership and cross-functional teams to align technology investments with customer needs and business priorities. A major part of the mandate will be building a high-performing technology organization while advancing secure, scalable, reliable, and configurable platforms. You will also help identify emerging technologies and new opportunities, including the practical application of AI and data-driven capabilities.

Develop and lead a multi-year technology strategy and roadmap aligned with long-term organizational goals, ensuring the technical vision is understood and adopted across the business. Establish a customer-centric, problem-first product development approach that ensures teams understand user needs, business challenges, and desired outcomes before committing to technical solutions. Identify emerging technologies, market opportunities, partnerships, and potential acquisitions that can strengthen existing products and create new sources of value. Advise executive leadership on technology investments, build-versus-buy decisions, strategic partnerships, acquisitions, and other major technology initiatives. Define the architectural vision and engineering principles for secure, scalable, configurable, modular, repeatable, and maintainable systems that can evolve as customer and business needs change. Promote platform thinking through reusable services, APIs, shared components, and common capabilities that can support multiple products and business units. Lead modernization of the technology portfolio by balancing investment in existing platforms with technical debt reduction, consolidation, modernization, and next-generation capabilities. Lead the engineering organization with a culture centered on ownership, craftsmanship, continuous improvement, pragmatic decision-making, quality, reliability, and security. Advance modern engineering practices while balancing speed of delivery with operational resilience, product quality, cybersecurity, and long-term maintainability. Support the organization's transition toward Agile methodologies and Scrum-at-Scale, helping teams adopt effective delivery practices and continuous improvement. Build strong partnerships across departments, creating alignment around technology priorities, timelines, resources, dependencies, and organizational goals. Translate complex technical concepts into clear business language for executives and non-technical stakeholders while bringing business context and customer priorities back to technical teams. Build, lead, and develop a high-performing technology organization through organizational design, leadership development, succession planning, workforce strategy, and recruitment of critical technical talent. Establish and maintain appropriate standards for security, privacy, compliance, and data governance, including requirements relevant to government agencies, courts, and criminal justice environments such as CJIS. Oversee technology investment, performance, operational resilience, and resource allocation to ensure systems remain reliable, scalable, secure, and prepared for business continuity. Establish effective technology governance and risk-management practices in partnership with Security, Cloud Operations, IT, Legal, and business leadership to manage architectural, cybersecurity, regulatory, and third-party technology risks. Requirements: Bring 12+ years of software engineering experience, including at least 5 years in senior technical leadership positions such as CTO, VP of Engineering, Head of Engineering, or a comparable role. Demonstrate proven experience leading and scaling engineering organizations and enterprise software platforms in complex technology environments. Possess deep expertise in software and systems architecture, including distributed systems, cloud-native architecture, APIs, data platforms, scalability, security, and modern engineering practices. Bring strong product judgment and experience making customer-driven product and technology decisions based on real user needs and business outcomes. Demonstrate a track record of establishing compelling technical visions and successfully aligning engineering teams, executives, and other stakeholders around strategic priorities. Have excellent communication and collaboration skills, with the ability to engage effectively with executives, engineers, customers, partners, and non-technical stakeholders. Experience in government technology, justice or court systems, legal technology, or other regulated public-sector environments is highly desirable. Experience incubating new products or working within a startup, innovation lab, venture environment, or similarly entrepreneurial setting is preferred. Hands-on experience applying artificial intelligence, machine learning, and data-driven technologies to real-world products is preferred. Experience working in Agile environments or formal training in Scrum or Agile methodologies is expected. Hold a bachelor's degree in Computer Science, Engineering, or a related technical discipline; an advanced degree is considered an advantage. Be comfortable operating as a strategic technology leader while remaining close enough to engineering, architecture, product, and customer needs to make informed decisions. Candidates must be eligible to work in Canada without employer-sponsored visa or work authorization support. Benefits: Competitive annual compensation of CAD $225,000–$275,000 for the Canada-based position. Quality medical, dental, and vision coverage. Discretionary profit-sharing opportunities for eligible employees. Competitive paid time off and paid holidays. Canadian GRRSP retirement program. Annual professional development funding of at least $1,500 USD per employee, depending on role. Access to extensive book libraries to support personal and professional development. Opportunities to travel between offices and to client locations. Opportunity to lead technology strategy for software that supports foundational justice and public-sector systems. Exposure to enterprise architecture, modernization, AI, cloud technologies, cybersecurity, data governance, and regulated technology environments. Significant influence over technology organization design, engineering culture, product strategy, and long-term technical direction. Opportunity to work with experienced technical, executive, product, and cross-functional teams on technology with meaningful societal impact.