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