AI Workflow Lead

Osler, Hoskin & Harcourt LLP is one of Canada’s leading business law firms. Advising many of Canada’s corporate leaders, as well as U.S. and international parties with extensive interest in Canada, our more than 1,000 firm members are based in offices in Toronto, Montréal, Ottawa, Vancouver, Calgary and New York.

Osler prides itself on attracting and maintaining some of the brightest talent in the legal arena. Our lawyers, students, management and staff have created a unique firm culture which nurtures mentoring and the exchange of ideas. Osler is a dynamic and exciting place to begin a career or carve out a new path.

As part of the Legal Operations department, the AI Workflow Lead will manage the intake and delivery of AI agent and workflow initiatives across the firm’s operational departments, turning business ideas into practical AI solutions. The AI Workflow Lead will apply operations or business administration experience to connect business needs, applied AI, and process improvement. The AI Workflow Lead will work directly with operational departments to scope, build, and track solutions using firm-approved platforms.

This job posting is for an existing vacancy.

Major Responsibilities

• Manage the intake pipeline for AI workflows and agents, including triaging, prioritizing, and tracking incoming initiatives from operational departments
• Conduct scoping sessions with operational team members to assess workflow challenges, define requirements, and identify the appropriate path forward using firm-approved AI tools and platforms
• Advise operational team members on the selection and application of firm-approved AI platforms, providing clear recommendations tailored to each use case
• Design and build AI agents and workflows using approved platforms, independently or in collaboration with stakeholders
• Maintain a centralized project tracker and provide regular status updates to stakeholders
• Collaborate with the firm’s training and curriculum function to ensure that capability-building programs connect to the practical application of AI tools for operational departments
• Stay current with developments in AI agent platforms, tools, and techniques relevant to legal workflows, and contribute to the evaluation of new tools and capabilities as directed

Position Requirements

Education and Experience

This position requires a bachelor or graduate degree in a related field (e.g., business administration, computer science, data science, knowledge management, or operations management), with ideally 3-4 years of experience in an operations, business analysis, or process improvement role. Experience in a professional services environment is an asset. An equivalent combination of education, training and experience may be acceptable.

Knowledge and Skills

• Strong understanding of operational department functions (e.g., HR, Finance, Marketing, IT, Facilities) and typical business workflows
• Demonstrated AI-first mindset, with a proactive approach to leveraging AI tools to solve business and legal challenges
• Strong familiarity with business operations, with credibility and judgment to engage effectively with department heads and senior managers on the application of AI in operational work
• Technical fluency in AI systems (prompt engineering, RAG, context optimization) and knowledge engineering
• Hands-on, solution-oriented approach with experience developing and deploying practical tools and iterating quickly in a dynamic, fast-paced environment
• Excellent consultative communication skills, with the ability to lead scoping conversations with operational team members and translate ideas into clear, actionable deliverables
• Organized and proactive, with project management skills to run a pipeline of concurrent work across practice groups and platforms

Compensation

The range of expected compensation for this position is $110,000 - $130,000 annually. Compensation offered will be based on a variety of factors including job-related knowledge, education, skills and experience.

We are currently working in a hybrid work arrangement, which includes a requirement to work primarily in the office and flexibility to work remotely up to 1 day per week.

Accessibility and Accommodation

We thank all applicants for their interest in Osler; however, only chosen applicants will be contacted. Osler is committed to fostering a diverse and inclusive work environment, and we welcome and encourage applications from people with disabilities and people with diverse backgrounds, identities, and cultures. Accommodations are available upon request for candidates in all phases of the selection process.

Background and Reference Checks

Please note that any offer of employment will be conditional upon background and reference checks, including a criminal record check, credit check, and employment and educational verifications.

If you have the required background with the ability to provide exceptional customer service and wish to work in one of Canada's leading law firms, please reply in confidence with a cover letter and résumé by the closing date.

Please note that we use artificial intelligence to screen, assess or select applicants for the position.

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