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Olo

Legal Operations Lead

Olo

Legal Operations Lead at Olo driving AI-powered modernization of legal operations. Collaborating with legal and business teams for efficient workflows and systems.

Posted 5/15/2026full-timeRemote • New York • 🇺🇸 United StatesSenior💰 $120,000 - $150,000 per yearWebsite

About the role

Key responsibilities & impact
  • Define and own Legal’s operations strategy, roadmap, and execution plan
  • Build the operating model for an AI-enabled legal department, including workflows, roles, escalation paths, metrics, and continuous improvement loops
  • Partner with Legal leadership to identify the highest-value opportunities to reduce manual work, improve cycle times, increase consistency, and give the business faster access to legal support
  • Translate ambiguous legal and business needs into practical systems, workflows, and tools that can scale
  • Drive the evaluation, selection, implementation, and adoption of AI-enabled legal technology, automation tools, intake systems, knowledge systems, analytics tools, and other legal operations platforms
  • Design, build, and maintain workflows with AI and other tools such as Jira for legal request intake, approval routing, and reporting
  • Partner with IT, Security, Finance, Sales, and other stakeholders to integrate legal tools into Olo’s broader technology environment
  • Own the strategy, optimization, and integration of Legal’s technology stack, including the contract lifecycle management system
  • Define the metrics to demonstrate Legal’s impact on the business, and build dashboards and reporting for metrics
  • Drive cross-functional projects across Legal
  • Use data to prioritize projects, measure the impact of AI and automation, and continuously improve Legal’s operating model
  • Build and maintain SOPs, playbooks, self-service resources, and knowledge systems for recurring legal processes
  • Lead cross-functional legal operations projects from concept through rollout, including stakeholder alignment, requirements gathering, testing, training, adoption, and performance measurement
  • Drive change management for new tools and workflows
  • Manage Legal team knowledge resources in Confluence to enable self-service for business partners

Requirements

What you’ll need
  • 6+ years of experience in legal operations, preferably in-house or in a high-growth technology environment
  • Ability to operate as an owner-builder
  • Daily, hands-on use of AI in a professional setting, with a strong ability to design prompts, evaluate outputs, build repeatable workflows, and teach others how to use AI effectively
  • Demonstrated experience building, deploying, or managing AI-enabled workflows, automation, or legal technology solutions with measurable business impact
  • Demonstrated experience in evaluating, implementing, and managing legal technology, with a deep understanding of AI applications in the legal domain
  • Strong understanding of legal department operations, including intake, workflow design, knowledge management, matter management, contracting operations, privacy operations, reporting, and cross-functional stakeholder support
  • Strong data literacy, including experience defining metrics, building dashboards, analyzing operational performance, and using data to drive decisions
  • Strong analytical, organizational, and problem-solving skills
  • Excellent project management and communication skills, with experience leading cross-functional initiatives
  • Comfort working with ambiguity and prioritizing competing needs
  • Experience with contract management and automation tools, such as CLMs, Salesforce, and Snowflake
  • Experience supporting privacy program operations, including privacy request workflows
  • Excellent judgment and ability to prioritize responsibilities, work efficiently, manage, and execute in a timely manner, both independently and collaboratively
  • Strategic thinker with the ability to think holistically while focusing on day-to-day project management and driving results

Benefits

Comp & perks
  • 20 days of paid time off
  • 10 sick days
  • 11 holidays
  • Year-end closure
  • Health, dental, and vision coverage for yourself and your family
  • 401k match
  • Remote-office stipend
  • Generous parental leave plan
  • Volunteer time off
  • Gift matching policy

ATS Keywords

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Hard Skills & Tools
AI-enabled workflowsautomationlegal technology solutionsdata literacymetrics definitiondashboard buildinganalytical skillsproject managementproblem-solving
Soft Skills
organizational skillscommunication skillsstrategic thinkingability to work with ambiguityprioritizationexcellent judgmentcollaboration