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Head Of Engineering

$200k - $230k per year

Wintermeyer Ventures

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 You'll 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 We're 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 Node.Js, TypeScript, React or Next.Js, 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 & Benefits
Base salary: CAD $200,000 to $230,000 annually. Visa sponsorship is not available.Location
Hybrid role based in Toronto, Ontario, Canada.
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Vacancy posted 2 hours ago
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