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LinkedIndavid@raydar.xyz

Chief Technology Officer

Professional services company

  • LocationToronto, Canada
  • TypeFull-time
  • Posted16 October 2026

The role, as published

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.

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

  • Extended health, dental and vision coverage

Location and work model

  • Toronto, Ontario, Canada
  • Hybrid, 3 days per week in the office
  • Full-time

Compensation, as the posting describes it

  • Equity
  • Flexible time off

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