Head of Employment and Litigation

Overview

A rapidly growing healthcare technology organization is seeking a Head of Employment & Litigation to provide pragmatic employment advice and manage litigation matters across the company. This role involves delivering real-time, practical guidance to people leaders and executives, overseeing the litigation docket, and building scalable employment policies to support ongoing headcount growth.

Responsibilities

• Provide expert guidance on a wide range of labor and employment issues including recruiting, hiring, compensation, benefits, wage and hour laws, leaves of absence, disability accommodations, pay practices, contingent workers, HR policies and procedures, performance management, investigations, terminations, and labor relations.
• Design and deliver employment law training for managers and people teams, including onboarding and targeted sessions on high-risk areas such as terminations, accommodations, and investigations.
• Collaborate with functional leaders to develop and maintain employment policies and programs that support scaling, including employee handbooks, leave policies, accommodation processes, termination protocols, and state-specific nuances.
• Draft employment agreements, offer letters, separation agreements, and templates used by recruiting and people teams.
• Conduct periodic audits of employment policies and practices to identify and mitigate risks.
• Monitor employment law changes and enforcement trends across states and communicate relevant updates to stakeholders.
• Manage the full range of employment-related disputes and litigation, including demand letters, subpoenas, agency requests, and subsequent proceedings.
• Oversee outside counsel relationships and litigation budgets, ensuring consistent strategy and cost control.
• Develop dispute-prevention infrastructure such as arbitration agreements, class-action waivers, and exit and severance protocols to minimize litigation.
• Partner with HR and business leaders to identify early warning signs from complaints, investigations, and exits, and implement corrective actions before claims arise.

Requirements

• Juris Doctor (JD) degree from an accredited law school.
• Active bar membership in good standing.
• 9-12+ years of employment and litigation experience, with strong preference for in-house experience.
• Pragmatic approach with the ability to balance risk and speed to provide clear, actionable advice.
• Experience building employment policies from the ground up.
• Proven track record managing outside counsel and litigation budgets across a multi-state workforce.
• Experience in healthcare, marketplace, or other regulated industries is a plus but not required.
• Must be based in the United States.

Compensation & Benefits

Details regarding compensation and benefits will be provided during the interview process.

Location

This position requires the candidate to be based in the United States and work with a distributed, multi-state workforce.