Chief Technology Officer

Raydar (apply.workable.com) ยท Toronto, Ontario, Canada ยท First seen 2026-11-05

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Posted on the company's own website.

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  • Full-time
  • Work permit not stated

Full-time Chief Technology Officer role in Toronto, Ontario, leading product and engineering for a client-facing software platform.

Hybrid: 3 days per week in the office, so applicants must be able to work from Toronto on that schedule.

Requires around 5 years of relevant experience (flexible for exceptional candidates); first-time CTOs are welcome.

Base salary CAD 275,000 to 350,000 per year, plus equity and benefits. Work authorization is not stated in the posting.

From the posting
locations
ATS location: Toronto, Ontario, Canada
employment types
Full-time
workplace
Hybrid, 3 days per week in the office
hybrid days onsite
Hybrid, 3 days per week in the office
salary
Base salary: CAD 275,000 to 350,000 per year
seniority
Chief Technology Officer
years experience min
Around 5 years of relevant experience
skills
Experience building scalable platforms and applying AI in real-world workflows
actionable
Lead product and engineering for a client-facing software platform, setting technical direction and the roadmap while staying hands-on.
scam risk
Raydar is recruiting for this role on behalf of our client.

Job description

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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