Head of Legal Technology & AI Enablement

EngineersOfAI

Canada

Hybrid

CAD 194,000 - 291,000

Full time

14 days+
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Job summary

Instacart is seeking a senior leader to own legal operations, strategy, and technology enablement. You will build and scale the operations team, deploy AI-enabled tooling, and own end-to-end system integrations across CLM, ERP, and finance stacks.

The role focuses on driving efficiency, accountability, and measurable KPIs while aligning with business goals and compliance requirements. Flexible work arrangements are supported.

Qualifications

  • 8+ years of experience in legal operations, strategy & operations, with ownership of a legal ops program.
  • At least 3 years of direct people management experience and leadership of teams.

Responsibilities

  • Build a high-performing legal operations team with clear direction and KPIs.
  • Lead an AI enablement program, evaluate tools, deploy AI workflows and upskill the team.
  • Drive Go-To-Market, CPQ, and Ironclad workflow initiatives across the org.
  • Implement cross-system integrations with CLM, ERP, and finance solutions.
  • Establish governance, budgeting, and spend reporting for legal ops.
  • Develop knowledge management and KPI dashboards for leadership visibility.

Skills

Legal operations
People management
AI tooling
System integrations

Tools

Ironclad
Zip
Salesforce
CPQ
Oracle
Workday

Job description

Instacart is seeking a senior leader to own legal operations, strategy, and technology enablement. You will build and scale the operations team, deploy AI-enabled tooling, and own end-to-end system integrations across CLM, ERP, and finance stacks.

The role focuses on driving efficiency, accountability, and measurable KPIs while aligning with business goals and compliance requirements. Flexible work arrangements are supported.

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