AI Workflow Lead

Osler, Hoskin & Harcourt LLP

$80K — $120K *
Legal & Accounting
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • J.D. or related graduate degree required
  • 1-3 years of experience in a legal practice or operational role
  • Proven understanding of full-service firm structure and workflows
  • AI-first mindset with a proactive approach to legal challenges
  • Technical proficiency in AI systems and knowledge engineering
  • Experience in professional services is a plus
  • Strong consultative communication and project management skills

Responsibilities

  • Manage the intake pipeline for AI workflows, prioritizing incoming initiatives
  • Conduct scoping sessions with lawyers to define workflow challenges and requirements
  • Advise on the selection and application of firm-approved AI tools
  • Design and build AI agents and workflows independently or collaboratively
  • Maintain a centralized project tracker and provide updates to stakeholders
  • Collaborate with training programs to connect AI tools with practical application
  • Stay current with AI developments and assist with new tool evaluations

Benefits

  • Hybrid work arrangement with flexibility for remote work
  • Opportunity to work at the intersection of law and technology
  • Engagement in innovative AI projects that directly impact legal workflows
  • Access to training and development programs related to AI applications
  • Collaborative work environment with legal practitioners and technology experts
Full Job Description
We are seeking a hands-on and technically savvy AI Workflow Lead with legal practice experience to help our lawyers turn ideas into working AI solutions. Reporting to the Director, AI & Technology, this role sits at the intersection of legal practice, applied AI, and knowledge engineering, and is responsible for managing the intake and delivery of AI agent and workflow initiatives across the firm's practice groups. The successful candidate will work directly with lawyers 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 practice groups • Conduct scoping sessions with lawyers to assess workflow challenges, define requirements, and identify the appropriate path forward using firm-approved AI tools and platforms • Advise lawyers and practice group 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 • 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 • Assist with other matters within the AI and Legal Operations team as and when required Position Requirements Education and Experience This position requires a J.D., bachelor or graduate degree in a related field (e.g., business administration, computer science, data science, knowledge management), with ideally 1-3 years of experience working in or closely with a legal practice environment (e.g., legal practice, legal operations, legal technology, or in-house innovation). 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 the structure and operations of full-service firms, including practice groups and typical workflows • Demonstrated AI-first mindset, with a proactive approach to leveraging AI tools to solve business and legal challenges • Strong familiarity with legal practice, with credibility and judgement to engage effectively with partners and senior lawyers on the application of AI in legal 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 lawyers 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: Compensation will be determined based on a variety of factors including year of call, 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 2 days per week.

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