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Raydar

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Chief Technology Officer

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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

Skills

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