Chief Technology Product Officer

Chief Technology Product Officer

Title: Chief Product Technology Officer
Status: Permanent, Full time
Salary: $300-350k base salary, unlimited vacation, bonus and health benefits
Location: Waterloo, ON - This position will be remote until an office is established

TO APPLY: Please send your resume to [email protected]

Our client is a global insur-tech company focused on embedded insurance and protection solutions. Its technology enables insurers and other businesses to integrate insurance products directly into their existing customer journeys, making it easier to quote, purchase, manage and service coverage through digital channels. The company has built a significant international footprint, with operation in 35 markets across the world. Right now, they are expanding and building a team in Canada.

The Chief Technical Product Officer is responsible for defining and executing the company's product and technology strategy, ensuring our products, platforms, architecture, and engineering capabilities support our long-term business and growth objectives.

This executive will bring together Product, Engineering, Technology, Architecture, Data and AI under a cohesive strategy, creating clear accountability from product vision through technical execution and delivery.

The CTPO will balance innovation with disciplined execution, ensuring we build scalable, secure, reliable, and commercially successful solutions that solve meaningful customer and partner needs.

Responsibilities:
- Own the US product and technology strategy, translating the US business strategy into a clear product, technology and investment roadmap, with AI embedded throughout.
- Own the end-to-end US product portfolio, from product vision and prioritization through build, launch, adoption and continuous improvement, using AI to accelerate the product lifecycle.
- Lead the US technology organization, including engineering, architecture, platforms, QA/testing and technical delivery, driving an agentic AI-first coding transformation that fundamentally changes how software is designed, built, tested and delivered.
- Create one integrated Product + Tech operating model, with clear accountability, faster decision-making and materially shorter cycles from idea to production.
- Own the US platform and architecture roadmap, building a scalable, modern architecture that is API- and MCP-enabled, allowing bolt capabilities, data and services to be readily consumed by both traditional applications and AI agents.
- Own technology reliability, security and performance, increasingly applying AI and automation across testing, observability, release management, incident prevention and remediation.
- Build a high-performing, AI-native Product + Tech organization, including organization design, leadership, talent strategy, location strategy, capabilities and new ways of working.
- Own Product + Tech investment and resource allocation, balancing strategic priorities, platform modernization, AI transformation, technical debt, delivery capacity and operating cost.

The successful CTPO will:
- Establish a clear and commercially focused product and technology strategy.
- Create stronger alignment between Product, Engineering, Commercial, Operations, and other functions.
- Improve speed, quality, and predictability of product delivery while maintaining appropriate technology and security standards.
- Increase adoption and measurable business impact from product investments.
- Simplify the technology landscape and reduce unnecessary complexity and technical debt.
- Establish AI and data as meaningful business capabilities rather than standalone initiatives.
- Build a strong, accountable leadership team with clear ownership across Product and Technology.

Qualifications:
- 10+ years in senior Product and/or Technology leadership, ideally with significant responsibility across both disciplines.
- Hands-on understanding of modern AI-enabled software development, including agentic coding, AI coding agents and AI-assisted SDLC, with experience driving meaningful improvements in engineering productivity.
- Strong product management discipline, with demonstrated ability to set product vision and strategy, understand customer and market needs, make prioritization decisions and manage a product portfolio.
- Track record of transforming engineering productivity and ways of working, including development practices, testing, CI/CD, automation and operating models.
- Strong modern architecture background, particularly APIs, MCP, cloud-native platforms and architectures designed for interaction with AI agents.
- Proven team and organizational leadership, with experience building high-performing Product and Technology teams, developing strong leaders, attracting talent and creating a culture of ownership, pace and accountability.
- Strong technical credibility, able to challenge architecture decisions, understand engineering trade-offs and engage deeply with senior engineers.

Leadership Profile
The ideal candidate is:
- Strategic but operational: Able to establish a long-term vision while maintaining accountability for delivery.
- Commercially minded: Evaluates product and technology decisions through the lens of customer and business value.
- Technically credible: Able to challenge architectural and engineering decisions without needing to be the organization's principal engineer.
- Product-led: Starts with customer and market problems rather than technology solutions.
- Data-driven: Uses measurable outcomes to determine priorities and evaluate success.
- Transformational: Comfortable simplifying organizations, platforms, processes, and portfolios when necessary.
- Collaborative: Builds strong partnerships across Commercial, Operations, Finance, People, and other functions.

We thank all those that apply however only those that meet all of the criteria will be contacted. For more information on our recruitment services please visit www.groomassocies.com

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