Senior Manager, AI Engineering

Role overview

Key responsibilities

• Hire, mentor, and develop a high-performing team of backend, platform, and AI engineers.
• Set technical direction and a scalable roadmap with Product, Editorial, Research, and engineering partners.
• Lead development and productionization of generative AI and machine learning capabilities for legal information.
• Modernize platform processing, publishing, and services to improve scalability, reliability, and delivery speed.
• Work with AI researchers and legal experts to apply AI and traditional software to trusted professional workflows.
• Establish standards for architecture, reliability, observability, experimentation, testing, and AI evaluation.
• Lead work from prototype through production, measurement, and continuous improvement.
• Remove blockers and build strong cross-functional relationships.

Required qualifications

• 10+ years of experience, including at least 7 years of software engineering experience.
• At least 2 years of people-management experience with teams of 10 or more, and experience leading multi-team initiatives.
• Hands-on proficiency in Python and Java, plus experience building scalable backend or distributed systems.
• Strong cloud experience; AWS is preferred, and strong Azure or GCP experience is also considered.
• Experience taking machine learning or generative AI systems from prototype into production.
• Experience leading system modernization while maintaining reliability.
• Ability to work with ambiguity and drive change in a fast-moving environment.

Preferred qualifications

• Experience with LLM evaluation, retrieval, grounding, or agent-based architectures.
• Experience in legal technology, legal research, or another regulated or high-accuracy professional-data domain.
• Experience at a company navigating an AI transformation.
• Experience with large-scale search, knowledge graph, or data platform systems.
• Experience leading or working alongside engineering managers in a matrixed organization.

Workplace

• The employer describes a flexible hybrid working environment for office-based roles.

Compensation

• Ontario base compensation range is CAD $140,600–$190,600; pay within the range depends on skills, experience, and internal equity.
• The role may be eligible for an annual performance bonus.

Benefits and development

• Benefits include flexible vacation, mental health days, retirement savings, tuition reimbursement, incentive programs, and wellbeing resources.
• The employer describes flexible work arrangements, career development, and paid volunteer days.