Legal Operations Manager

About the Legal Team

Our Legal team is a strategic partner at the heart of the business — focused on enabling growth, innovation, and operational excellence while also responsibly managing and mitigating risk. We work cross-functionally with all teams across the organization including Trust & Safety, Finance, Marketing, Sales, People, and Operations to build a trusted, compliant, and scalable marketplace. Whether it's shaping product design, negotiating key transactions, or supporting new initiatives  and growth, our mission is to make it easier for the business to move forward — confidently and responsibly. We pride ourselves on being pragmatic, solution-oriented, and business-minded. Around here, Legal isn’t a roadblock—it’s the Road to Yes.

About the Role

As Legal Operations Manager, you'll be the connective tissue of the Legal team — keeping our systems, vendors, finances, and workflows running smoothly so our attorneys can focus on high-value legal work. You will independently own and continuously improve legal operations workflows, systems, and processes, driving measurable efficiency, cost, and quality outcomes across the function. You'll own our legal operations infrastructure end-to-end, from e-billing and outside counsel management to contract systems and knowledge management. This is a high-visibility, high-ownership role for someone who is as comfortable diving into a billing audit as they are imagining how AI can reshape how a legal team operates.

What you'll do 

• Own all aspects of outside counsel and vendor management, including matter lifecycle in Legal Tracker, billing guideline enforcement, invoice approvals, monthly accruals, and new firm onboarding
• Serve as primary administrator for Ironclad, managing contract submitter access, NDA workflows, HRBP signer requests, and Okta group management
• Manage AP reconciliation and finance reporting, including monthly forecasts, budget tracking across cost centers, settlement payments, and insurance procurement in partnership with Procurement
• Oversee legal mail routing, ensuring timely and accurate triage across litigation, trust & safety, payroll, and people ops
• Manage and optimize the Legal team’s tech stack (Legal Tracker, Mosaic, Ironclad, Navex/EthicsPoint, PLI, Thomson Reuters) and lead evaluation/integration of AI tools
• Maintain and improve knowledge management systems and support onboarding and due diligence initiatives
• Design and implement improvements to legal workflows (intake, billing, contract processes), define and track key metrics, and partner cross-functionally with Finance, Procurement, HR, and IT to drive scalable solutions

In order to be successful, you must bring

• 4+ years of experience in legal operations, paralegal work, or a related legal/business operations role, preferably at a technology company
• Demonstrated hands-on experience with e-billing and matter management platforms (Legal Tracker or equivalent) and contract lifecycle management tools (Ironclad or equivalent)
• Strong financial acumen, including experience with invoice processing, budget tracking, AP reconciliation, and monthly accruals
• Genuine enthusiasm and expertise in AI and legal technology — you actively follow developments in the space, have proven experience with AI tools, and are energized by the opportunity to modernize how a legal team works
• Exceptional organizational skills and attention to detail, with the ability to manage multiple concurrent workstreams, deadlines, and stakeholders with minimal oversight
• Strong communication skills and a service-oriented mindset — you're the person attorneys and cross-functional partners rely on to get things done accurately and efficiently
• Experience improving or scaling legal processes or systems, with demonstrated impact on efficiency, cost, or quality

Expected salary ranges

• For candidates living in Ontario and British Columbia, the expected salary range for the role is currently $102,000 - $132,000.

Actual offered salaries will vary and will be based on various factors, such as calibrated job level, qualifications, skills, competencies, and proficiency for the role.

Note: Thumbtack uses AI tools to support our resume screening process. However, our Recruiting team’s expertise and judgment guide hiring decisions.