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Chief Technology Officer

At Raydar · Toronto, Ontario, Canada

Salary: CA$275,000–350,000 a year

Apply on Raydar (opens in a new tab)

Where you’ll work

Hybrid, based in Toronto

“Toronto, Ontario, Canada”

From the location.

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

From the job description.

Hybrid means some days in the office. The listing says how many, and where.

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Posted
16 October 2026
First seen by us
16 October 2026
Last checked
13 hours ago

Job description

From Raydar’s job post, as they wrote it.

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.

Read the full description

- 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

Apply on Raydar (opens in a new tab)

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