Head of Engineering

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 Head of Engineering role in Toronto, ON, with a hybrid work model (days in office not specified).

Leads and hires engineers, sets technical direction, and drives reliable releases; includes hands-on coding and AI workflow design.

Requires roughly 5-10 years of software experience, including leadership, and the ability to work hybrid in Toronto. Work authorization is not stated.

Base salary CAD 200,000-230,000 per year plus extended health, telehealth, dental/vision, and unlimited PTO.

From the posting
locations
ATS location: Toronto, Ontario, Canada
employment types
Full-time
workplace
Hybrid workplace
salary
Base salary: CAD 200,000 to 230,000 per year
seniority
Roughly five to ten years in software development, including time in a leadership capacity.
job function
Lead an engineering organization by hiring, developing and managing engineers
skills
Experience with TypeScript and PostgreSQL.
years experience min
Roughly five to ten years in software development
actionable
Lead an engineering organization by hiring, developing and managing engineers, setting its technical direction and driving reliable, high-quality software releases.

Job description

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. Requirements 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. Benefits 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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