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Legal Subject Matter Expert

Alexi

Alexi

Legal
Toronto, ON, Canada
Posted on May 18, 2025

Alexi is transforming the legal industry through artificial intelligence, backed by $15M in Series A funding from leading investors Drive Capital and Draper Associates. As a fast-growing legal AI platform in Canada, we're revolutionizing how lawyers and litigation professionals work to achieve the best outcomes for their clients by automating complex legal tasks and workflows.

Our AI-powered platform serves over 1,000 lawyers across leading law firms in the US and Canada. We've achieved rapid growth, doubling our customer base in 2024 alone, while increasing the engagement on the platform by 22x.

At Alexi, we believe that transforming the legal industry requires more than just innovative technology—it demands a culture of customer obsession, ownership, and continuous learning. We’re on a mission to transform legal work through AI.

About the Role

We are looking for a skilled and curious Legal Subject Matter Expert to join our Legal Expertise team, a specialized group within our AI division. This role is ideal for a lawyer interested in a non-traditional career path who thrives in fast-paced, collaborative environments, is excited about the intersection of law and technology, and is motivated to innovate new solutions to challenging problems.

You will be central to the development of Alexi's legal AI products, working closely with the legal and engineering teams to ensure the legal accuracy, quality, and utility of our offerings. This is a unique opportunity to contribute directly to shaping the future of legal technology and, as a consequence, the legal profession.

What You'll Do

  • Collaborate with interdisciplinary teams of lawyers and engineers to build new and improved AI tools for legal professionals
  • Test new product releases and features for functionality and usability
  • Evaluate AI-generated outputs for legal accuracy, relevance, and quality
  • Build, curate, and update legal datasets to support product development and AI training
  • Draft and revise prompts to refine and enhance AI outputs
  • Analyze and resolve issues raised through customer feedback to improve product performance and user satisfaction
  • Conduct legal research and write high-quality legal research memos from various jurisdictions and practice areas
  • Act as the voice of the customer for all divisions of the company, including product, engineering, sales, and marketing
  • Proactively develop and continually learn new technical skills regarding in-house, commercial computing, and AI technologies
  • Take on additional projects and tasks as needed in response to the evolving needs of a fast-growing startup

Requirements

  • Licensed to practice law in at least one US jurisdiction and one Canadian jurisdiction
  • JD or equivalent law degree
  • 2+ years of experience in traditional legal practice (private practice, in-house, or government)
  • Demonstrated ability to think about law in a conceptual way and to abstract legal reasoning into logical and repeatable steps
  • Excellent communication skills, especially in conveying legal concepts to non-lawyers
  • Technologically curious with an aptitude for learning new tools, software, skills, and workflows
  • Self-driven and proactive, with the ability to take initiative, manage time effectively, and follow through on complex tasks without close supervision
  • Resourceful in approaching new challenges and finding creative solutions
  • Strong collaborator who thrives in team environments
  • Meticulous attention to detail and a commitment to legal accuracy
  • Outstanding legal analysis, legal research, and writing skills

Alexi is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

If you have the above experience and skills APPLY NOW and we will be in touch with all suitable candidates.