Head of Engineering
Raydar
Head of Engineering
Raydar
AI-powered recruiting agency for tech roles
Raydar · Toronto, Canada (Hybrid) · Full-time · Posted 2026-11-05
Salary: CAD 200,000–230,000
Workplace: hybrid
About the company
Our client is a legal services company.
The role
Raydar is recruiting for this role on behalf of our client. Lead an engineering organization by hiring, developing and managing engineers, setting its technical direction and driving reliable, high-quality software releases. The role combines people leadership with hands-on technical decision-making and includes applying AI to reduce manual effort in internal workflows.
What you'll do
- Recruit, grow and manage engineers, with the focus on engineering rather than product management.
- Raise the pace of delivery so that priorities turn into dependable, high-quality releases.
- Set technical direction across customer-facing applications, internal tools, data, payments and IT systems.
- Design AI-driven workflows that cut the manual time needed across several service lines.
- Make architecture decisions and contribute hands-on code when the team needs it.
What we're looking for
- Roughly five to ten years in software development, including time in a leadership capacity.
- Proven success in sourcing, coaching and leading software engineers over time.
- Solid technical depth for making architecture calls and writing code when needed.
- Hands-on background putting AI into operational processes and quantifying the efficiency gains.
- Background in establishing development practices that speed up and stabilize shipping cycles.
- Experience leading engineering, QA and design staff.
- Product judgment and close work with product partners to ship things people use.
- Clear, accountable leadership that gives people room to work independently while holding them to results.
- Someone who lifts what a group produces and keeps work moving quickly.
- Ability to work hybrid in Toronto.
Bonus points
- Degree in computer science or engineering.
- Experience with TypeScript and PostgreSQL.
- Experience building AI or document-processing services.
- Experience building a platform that serves multiple products or business lines.
- Comfortable in a lean setting, taking on broad responsibility and making quick calls.
- Legal background, though not required.
Compensation and benefits
- Base salary: CAD 200,000 to 230,000 per year
- Extended health coverage
- Telehealth
- Dental and vision coverage
- Unlimited paid time off
Location and work model
- Toronto, ON, Canada
- Hybrid workplace
- Full-time
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Raydar is an AI-powered talent acquisition firm that serves tech-focused organizations on a contingency basis, charging client companies only after a successful hire. It uses proprietary AI to identify a large pool of candidates and conducts a short 15-minute AI-driven interview (recorded and transcribed) before human recruiters review materials, provide interview prep, and assist with offers and negotiations. What sets it apart is the blend of automated sourcing and screening with hands-on human oversight and tailored client support. Its goal is to help organizations hire more efficiently by speeding up sourcing while maintaining thorough evaluation and negotiation assistance.
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