Chief Technology Officer

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