About the Role

Lead and grow the engineering organization at a legal services company building AI-enabled tools for consumer legal workflows. You will guide technical direction across client-facing platforms internal systems and services that support multiple practice areas.

What Youll Do

- Hire develop and manage a high-performing engineering team with a focus on engineering talent.
- Improve engineering velocity and deliver dependable high-quality releases against business priorities.
- Own technical direction for client portals case management internal tools publishing partnerships payments data and IT.
- Build AI-enabled workflows that reduce manual effort across immigration services.
- Set engineering standards create clarity and accountability and support team autonomy.
- Partner closely with Product to ship useful products and contribute hands-on when needed.

What Were Looking For

- Five to ten years of software engineering experience including engineering leadership.




- Experience recruiting mentoring and managing technical teams and building teams focused on higher output.
- Strong technical depth and product judgment with experience making architectural decisions and shipping customer-facing products.
- Applied AI experience including automating workflows and demonstrating measurable productivity gains.
- Experience with TypeScript React or PostgreSQL and Google Cloud Platform; Python and FastAPI experience for AI or document processing is beneficial.
- Experience in small teams with broad ownership and building platforms that support multiple products or business lines.
- A degree in Computer Science or Engineering is preferred. Legal experience is not required.
- Must be authorized to work in Canada without visa sponsorship.

Compensation & Advantages

Base salary: CAD $200000 to $230000 annually. Visa sponsorship is not available.

Location

Hybrid role based in Toronto Ontario Canada.

📌 Head of Engineering (Toronto)
🏢 Wintermeyer Ventures
📍 Toronto