Director of Litigation Operations

Keller Postman • Chicago, IL

13d • Onsite

About The Position

Keller Postman delivers justice at scale. We represent individuals and small businesses—hundreds of thousands of them—and get them compensation for harm caused by powerful corporations or the government. We have recovered billions of dollars in litigation against some of the most sophisticated actors in the world. Our work combines the intellectual rigor of legal practice with the innovation, pace, and scale of a tech startup. Our firm accordingly comprises not only world-class lawyers but also distinctive developers, data scientists, designers, communications professionals, and analysts.
The Litigation Operations ("LitOps") team sits at the heart of Keller Postman’s intense and interdisciplinary work. Composed of former consultants, lawyers, and product managers, the team is the nexus between the firm’s litigators, technologists, and operations professionals. We are responsible for understanding complex legal situations, translating them into concrete projects, and marshalling resources from across the firm to deliver them. By way of example, LitOps has developed tech products used by hundreds of thousands of clients, put innovative communication tools at the fingertips of our case management team, and built AI-enabled apps to turbocharge record-review and other key legal processes. When Keller Postman delivers justice at scale, the LitOps team contributes the “scale” part.
Role:
The LitOps team is seeking a highly strategic, execution-oriented Director of Litigation Operations to lead and scale the firm’s litigation operations function. Reporting directly to the Chief Counsel for Litigation Operations, the Director will serve as a senior leader responsible for designing, building, and optimizing the operational infrastructure that powers the firm’s complex, high-stakes litigation portfolio.
This role requires a rare combination of strategic vision, operational rigor, analytical sophistication, and people leadership. The Director will oversee cross-functional initiatives spanning data analytics, technology platforms, vendor management, client communications, records collection, and litigation support operations. The Director will also play a central role in shaping long-term LitOps strategy, building scalable systems, and developing a high-performing team.
This position operates at the intersection of law, technology, analytics, and large-scale operational execution. It is ideal for a seasoned leader who thrives in fast-paced, high-growth, and intellectually demanding environments.
This position is full-time in-office in either our Chicago or Washington, D.C. office. Compensation is commensurate with executive-level responsibilities and includes, depending on experience, a competitive base salary, plus benefits and a year-end discretionary performance bonus.

Requirements

• Strategic leader with demonstrated ability to build and scale operational functions.
• Exceptional analytical capabilities, with deep comfort working with large datasets and performance metrics.
• Strong financial and operational acumen.
• Proven ability to lead large, complex initiatives across multiple stakeholders.
• Excellent executive-level communication skills, including the ability to present to firm leadership.
• Demonstrated success managing and developing high-performing teams.
• Strong judgment and decision-making skills in high-stakes environments.
• Advanced proficiency in Microsoft Excel; fluency in SQL or related query languages preferred.
• Experience with CRM systems, workflow tools, and enterprise data platforms.
• High degree of ownership, resilience, and adaptability.
• Bachelor’s degree required.
• 8–12+ years of relevant experience in legal operations, consulting, large-scale program management, analytics, or related leadership roles.
• Prior experience leading operational teams within a law firm, litigation finance organization, legal services platform, or similarly complex professional services environment strongly preferred.
• Experience managing significant vendor relationships and technology-enabled operations at scale.

Nice To Haves

• Juris Doctor (JD) preferred.

Responsibilities

• Partner with the Chief Counsel for Litigation Operations to define and execute the long-term strategy and roadmap for the LitOps function.
• Build, develop, lead, and oversee a high-performing team of LitOps Managers, Analysts, and Assistants.
• Establish clear performance metrics, KPIs, and accountability structures across the LitOps team.
• Drive organizational design decisions to support growth.
• Oversee end-to-end operational execution for large-scale litigation campaigns, including client outreach, claims intake, records collection, evidence review, and related workflows.
• Design and implement scalable processes that enable efficient management of large, dispersed client populations.
• Identify and mitigate operational risk across campaigns, proactively resolving execution challenges.
• Lead cross-functional planning with attorneys, technology teams, and operations professionals to ensure alignment between legal strategy and operational execution.
• Oversee the development and governance of dashboards, reporting systems, and data infrastructure used by firm leadership.
• Translate complex data into strategic insights that inform litigation strategy, client engagement, and resource allocation.
• Drive adoption, optimization, and integration of firm technology platforms (including Salesforce, Twilio, Monday.com, Azure DevOps, and proprietary systems).
• Identify opportunities for automation, AI integration, and advanced analytics to enhance efficiency and scalability.
• Own executive-level relationships with external vendors supporting communications, technology, data processing, and operational execution.
• Negotiate contracts, define performance expectations, and manage vendor accountability against KPIs and SLAs.
• Serve as a senior cross-functional liaison between LitOps, firm leadership, litigation teams, and external stakeholders.
• Partner with legal and product teams to design and optimize client-facing applications, digital workflows, forms, and communications.
• Lead continuous improvement initiatives to enhance client engagement, responsiveness, and operational effectiveness.

Benefits

• Compensation is commensurate with executive-level responsibilities and includes, depending on experience, a competitive base salary, plus benefits and a year-end discretionary performance bonus.

What This Job Offers

• Job Type: Full-time
• Career Level: Director