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Chief Technology Officer

Raydar
Toronto, Ontario, Canada Posted Oct 16, 2026
Full-time

About this role

About the company

Our client is a professional services company.

The role

Raydar is recruiting for this role on behalf of our client. Lead product and engineering for a client-facing software platform, setting technical direction and the roadmap while staying hands-on. The role blends platform architecture, team building and balancing priorities from many stakeholders.

What you'll do

  • Build out a client portal and case-management platform so that day-to-day work runs through AI-driven workflows.

  • Own the product roadmap, sorting and prioritizing feature requests from internal staff and a large client base.

  • Shape the external-facing portal as a standalone product, with attention to a consistently strong user experience.

  • Design a scalable platform that can support growth into new service areas and onboard additional businesses.

  • Hire and develop engineers along with product, design and data talent, while contributing hands-on.

  • Lead technology across a range of business functions.

  • Requirements

  • What we're looking for

  • Background leading technology at an early-stage company, whether as a startup CTO, a founding technical leader or an engineering head who took responsibility for a product from the ground up; first-time CTOs are welcome.

  • Around 5 years of relevant experience, with flexibility for exceptional candidates.

  • Strong product judgment and a record of building roadmaps and setting priorities across competing stakeholders.

  • Experience building scalable platforms and applying AI in real-world workflows to automate tasks and deliver measurable productivity gains.

  • Enough technical depth to write code directly when needed.

  • Genuine interest in consumer services; no legal background is required.

  • Ability to work hybrid in Toronto, 3 days per week in the office.

  • Bonus points

  • Experience in the legal industry or adjacent legal technology.

  • Strong academic background.

  • Benefits

  • Compensation and benefits

  • Base salary: CAD 275,000 to 350,000 per year

  • Equity

  • Extended health, dental and vision coverage

  • Flexible time off

  • Location and work model

  • Toronto, Ontario, Canada

  • Hybrid, 3 days per week in the office

  • Full-time

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