Olo is a leading SaaS platform accelerating digital transformation in the restaurant industry, by helping customers deliver more personalized and profitable guest experiences. As a result, our digital ordering, payment, loyalty, and guest engagement solutions enable brands to do more with less and make every guest feel like a regular.
Olo’s Legal Department is building the Legal Department of the future: an AI-forward, data-driven operating model that helps the team move faster, work smarter, and stay better connected to the business. We are hiring a Legal Operations Lead to own and scale this operating model end-to-end.
This is not a contract management role. Contracting is one workflow this person will help modernize, but the scope of the role is much broader: design the systems, processes, tools, metrics, and AI-enabled workflows that allow Legal to operate more efficiently and with better insight and business impact.
The ideal candidate for this role uses AI in their work every day, has shipped AI or automation workflows in a legal or business environment, and is excited to build practical systems that change how the legal and business teams get work done. Candidates should be able to show how they use AI to improve their own work, build repeatable workflows, evaluate output quality, and train others on practical use cases.
You will report to the Deputy General Counsel, Privacy and Technology, and will work closely with the entire Legal team. You will work with stakeholders across the organization, including team members in Legal, IT, Finance, and Sales.
This role can work remotely from anywhere in the U.S. or at Olo’s headquarters in NYC.
How You'll Make an Impact
Legal Operations Strategy and Operating Model
- 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
Legal Technology, AI, and Automation
- 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
Data, Metrics, and Business Impact
- 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
Process, Knowledge, and Change Management
- 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
What Will Set You Up for Success
- 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 (e.g., for e-discovery, contract analysis, legal research, or workflow automation)
- 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
About Olo
Olo is a leading restaurant technology provider with ordering, payment, and guest engagement solutions that help brands increase orders, streamline operations, and improve the guest experience. Each day, Olo processes millions of orders on its open SaaS platform, gathering the right data from each touchpoint into a single source—so restaurants can better understand and better serve every guest on every channel, every time. Over 800 restaurant brands trust Olo and its network of more than 400 integration partners to innovate on behalf of the restaurant community, accelerating technology’s positive impact and creating a world where every restaurant guest feels like a regular. Learn more at olo.com.
We’re remote-friendly. Since 2015, we have been evolving our culture to continue to support a more distributed workforce and now over 75% of our team works remotely across the U.S. If you're in the New York City area, you can choose to work remotely or from Olo's headquarters.
We offer great benefits, such as 20 days of paid time off, 10 sick days, 11 holidays, plus year-end closure, health, dental, and vision coverage for yourself and your family, a 401k match, remote-office stipend, a generous parental leave plan, volunteer time off, gift matching policy, and more!
Our best estimate of the compensation range for this opportunity is $120,000 - $150,000 annually, depending on the experience you bring and your location. This role is also eligible for incentive compensation. We look forward to discussing your salary expectations and our full total rewards offerings throughout the interview process.
We encourage you to apply!
At Olo, we believe bringing together people with varied experiences and viewpoints leads to better results. Don't check every box in the job description? Research shows many qualified candidates hold back from applying unless they meet all listed requirements. We're committed to creating a genuine workplace where everyone can contribute their best work—this improves our decision-making and helps us better serve our communities. So if you're enthusiastic about this role but your background doesn't align perfectly with every qualification, we encourage you to apply anyway. You might be exactly the right fit for this or other positions.
All applicants receive consideration for employment. We do not discriminate on the basis of race, religion, color, national origin, gender identity, sexual orientation, pregnancy, age, marital status, veteran status, or disability status.
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