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Senior Product Manager, Legal

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Posted Jul 8, 2026

Remote · US · Canada Full Time
CA$137.5K – CA$186.1K/yr

Overview

A leading legal AI technology organization is seeking a Senior Product Manager with experience as an ex-lawyer or paralegal to join their product team focused on legal workflows. This role supports the development of document drafting and legal workflow automation within a core product used by legal professionals globally. The position is based in Canada (Vancouver, Calgary, Toronto) with hybrid work options or remote work across Canada and the United States.

Responsibilities

  • Lead product vision, strategy, and roadmap execution for document drafting workflows within the legal practice management product.
  • Collaborate closely with developers and designers to deliver features that improve customer workflows and productivity.
  • Define key outcomes and metrics to measure product success and impact.
  • Leverage AI technologies to innovate and enhance legal practice workflows.
  • Conduct customer and market research to identify opportunities and prioritize initiatives based on business impact.
  • Develop strong relationships with customers, including existing, churned, and prospective users, to deeply understand their needs.
  • Drive integration and unification of horizontal workflows in partnership with engineering teams.
  • Serve as the product liaison for third-party partnerships, managing technical and user experience aspects of integrations.

Requirements

  • Proven experience independently taking multiple products or features from ideation through successful launch.
  • Entrepreneurial mindset with proactive ownership and resourcefulness.
  • Strong curiosity and ability to work independently in ambiguous situations.
  • Holistic product thinking encompassing user experience, pricing, internal tooling, and the full customer journey.
  • Systems thinking to connect workflows, tools, customer needs, and business outcomes.
  • Experience designing and documenting key workflows, especially involving documents and structured processes.
  • Ability to thrive in stretch roles and take on senior responsibilities.

Preferred Qualifications

  • Founder or co-founder experience.
  • Legal industry expertise or experience working within legal services.
  • Experience with judicial or legal technology solutions.
  • Familiarity with AI-assisted document automation.
  • Knowledge of document standards relevant to the legal industry (e.g., ISO).
  • Experience launching products in global markets.
  • Demonstrated ability to learn from failures and apply those learnings.
  • Strong stakeholder management skills across organizational levels.
  • Proven track record of breaking down objectives into initiatives and delivering at scale.
  • Experience using data analytics tools to self-serve insights and answers.

Compensation & Benefits

  • Salary range: CAD $137,500 to $186,100, with typical hires around the midpoint depending on experience and location.
  • Competitive health, dental, and vision insurance.
  • Hybrid work environment with an expectation of in-office presence at least twice per week for local employees.
  • Flexible time off policy encouraging 20 days off annually.
  • Annual counseling benefit of $2,000.
  • Retirement savings plan matching and education savings contributions.
  • Employee recognition program for service milestones.

Location

  • Based in Canadian hubs: Vancouver, Calgary, or Toronto (hybrid work model).
  • Remote work option available across Canada and the United States.

Additional Information

The organization is committed to diversity, equity, inclusion, and accessibility. Accommodations are available during the recruitment process upon request. Candidates from all backgrounds are encouraged to apply.