Engineering Manager leading a high-performing team to develop AI-powered solutions for legal services. Ensuring robust technical direction and delivery of innovative user experiences.
Responsibilities
Own end-to-end delivery of core product initiatives, from technical design through execution and iteration, while directly managing a high-performing fullstack engineering team.
Set technical direction for large-scale, AI-powered systems, including:
Retrieval over petabyte-scale document collections.
Product interfaces that enable organizations to collaborate with AI.
Long-horizon (1000+ step) planning agents for mission-critical workflows.
Government-grade security for highly sensitive data.
Evaluation of LLMs across a 10k+ leaf taxonomy of tasks.
Internet-scale data collection across 50+ jurisdictions.
Translate product vision into architecture, making pragmatic tradeoffs that balance speed, quality, and long-term scalability in a fast-moving environment.
Lead hands-on when it matters: contribute to design, code, and architecture reviews, and dive into implementation to unblock the team or tackle the hardest problems.
Build and grow your team by hiring exceptional engineers, setting clear technical and behavioral standards, and investing in mentorship and career development.
Partner deeply with Product, Design, and AI to identify high-leverage opportunities and ship highly intuitive, detail-oriented user experiences.
Establish a strong engineering culture centered on simplicity, ownership, craftsmanship, and continuous improvement.
Align execution with company goals, ensuring technical investments directly support product strategy and long-term impact.
Requirements
6+ years of experience as a product-focused fullstack or backend software engineer (post BS/MS), with a history of shipping real products to real users.
2+ years of experience leading engineers, with clear ownership over both delivery and team health. Past management experience is a plus.
A proven ability to design and operate backend platforms that support multiple product lines at scale.
Strong experience with modern frontend frameworks (e.g. React) or backend systems (e.g. Python, Node, Go).
Excellent technical judgment: you know when to move fast, when to invest, and when to simplify.
A strong product instinct and attention to detail, with a track record of building intuitive, high-quality user experiences.
Demonstrated success building, motivating, and retaining high-performing teams in high-growth environments.
Solid computer science fundamentals and strong programming skills.
Grit and ownership mindset — you’re comfortable operating in ambiguity and taking responsibility for outcomes.
Bonus: experience with AI-powered applications, large-scale data systems, LLM evaluation, or complex internal platforms.
Benefits
Be part of building something special as a founding member of our Toronto team
Structured hybrid working arrangement: 3 days in our Toronto office, 2 days working from home
PointsBet Canada is hiring an HR Manager for a 12 - month contract with potential to become long - term. The role requires a proactive, energetic, and collaborative HR professional passionate about people.
Manage secured and unsecured collections portfolios, monitor delinquency trends, and execute strategies to optimize performance and customer experience.
Lead reliability and infrastructure engineering at Aviva Canada. Drive SRE, hybrid cloud, observability, and disaster recovery while mentoring high - performing teams.
Senior Engineering Manager leading Joist product squads at EverCommerce, a service - commerce SaaS platform. Driving scalable software delivery, agile execution, and engineering - team growth for contractor management tools.
Engineering Manager leading Coeur Mining’s Silvertip underground mining project from engineering development through operating mine delivery. Coordinating multidisciplinary engineering, contractors, reviews, safety, and technical performance.
Senior Engineering Manager leading Joist product squads at EverCommerce, a service - commerce SaaS platform. Managing delivery, architecture, agile development, and engineer growth for contractor software.
Head of Engineering leading Xero’s software teams and AI - first modernization for small - business accounting technology. Balancing product, technical, and commercial priorities while growing engineering leaders and reliable services in Vancouver.
Engineering Manager leading Top Hat’s Canadian software team building web and mobile learning products. Driving technical strategy, team growth, and high - quality product delivery.
Engineering Manager leading remote technical support teams for Agilent’s laboratory and clinical technology products. Improving issue resolution, customer satisfaction, team capability, and service KPIs.