Assistant General Counsel (Litigation)

WHOOP; Boston (MA); On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Flexible vacation

Parental leave

Stock options

WHOOP membership

Health benefits

Wellness stipend

Sleep incentive

On-site Boston

Job summary

WHOOP is seeking an Assistant General Counsel, Litigation to oversee all litigation and regulatory matters for a fast-scaling consumer health company. You will report to the Chief Legal Officer and guide strategy across commercial disputes, IP, employment, and investigations by federal, state, and international bodies.

The role requires a seasoned litigator with in-house or top-firm experience, who can manage outside counsel, advise on risk and settlement, and partner with Finance and People to

Qualifications

• 7+ years of litigation experience in law firm or in-house setting.
• Experience handling commercial disputes, consumer actions, IP matters, and employment issues.
• Strong ability to translate legal risk into practical business guidance.
• Proven track record in managing outside counsel and litigation budgets.
• Experience advising executive leadership on strategic litigation decisions.

Responsibilities

• Oversee the Company’s litigation portfolio and strategic direction.
• Lead and manage outside counsel, budgets, staffing, and objectives.
• Develop litigation and settlement strategies for significant matters.
• Advise senior leadership on risk, exposure, and business implications.
• Manage discovery, e-discovery, and investigations as needed.
• Collaborate with Finance, People, and other functions on reserves and risk mitigation.

Skills

Litigation strategy

Regulatory enforcement

Outside counsel management

Business acumen

Cross-functional collaboration

Education

J.D. from ABA-accredited law school

Job description

• WHOOP is hiring an Assistant General Counsel, Litigation to oversee and manage litigation and regulatory enforcement matters
• In this role, you will report to the Chief Legal Officer (CLO) and, in conjunction with the CLO, be responsible for developing and implementing litigation and regulatory enforcement strategy
• The successful candidate must be comfortable managing all manner of litigation, including commercial disputes, consumer class actions, intellectual property matters, employment disputes, and investigations by federal, state, and international regulatory bodies
• WHOOP is a rapidly scaling, global business built upon a dynamic consumer brand that involves hardware, software, and healthcare
• Accordingly, this role will be engaged with an extraordinarily broad array of legal areas
• The successful candidate will be a seasoned litigator who possesses the first-hand experience and judgment necessary to assess litigation and regulatory risks and opportunities, hire and manage the outside counsel representing WHOOP, and ensure WHOOP receives the highest quality representation from its law firm partners
• In addition to managing the litigation docket, you will serve as a strategic counselor to all business and corporate functions regarding legal risk and opportunity
• The successful candidate will be more than an experienced litigator
• They will be a business-minded litigation leader who knows when to fight, when to settle, and when litigation risk should drive changes in the business
• Own the Company’s litigation portfolio, with responsibility for the strategy, oversight, and resolution of lawsuits, arbitrations, pre-litigation disputes, and other contested matters involving the Company, independently driving matters while exercising sound judgment as to when legal, business, or reputational risks warrant escalation
• Develop litigation strategy for significant matters, including evaluating claims and defenses, determining strategic objectives, identifying key decision points, and recommending litigation and settlement positions
• Provide senior leadership with clear and actionable assessments of litigation risk, including exposure, ranges of potential outcomes, strategic alternatives, costs, business implications, and recommended courses of action
• Select, retain, and manage outside counsel, establishing clear expectations regarding strategy, staffing, budgets, work product, responsiveness, and outcomes, and independently pressure-testing outside counsel’s strategic recommendations throughout the entire litigation life-cycle
• Exercise rigorous oversight of litigation spending, including reviewing budgets and forecasts, scrutinizing staffing and billing practices, identifying opportunities for alternative fee arrangements, and ensuring that legal spending is proportionate to the Company’s exposure and strategic objectives
• Develop settlement strategies and lead significant settlement negotiations, balancing legal exposure, litigation costs, business considerations, precedent risk, reputational considerations, and operational impacts
• Partner closely with Finance and Accounting regarding litigation reserves, contingent liabilities, insurance recoveries, settlement accounting, budgeting and forecasting, and other financial implications of litigation
• Partner closely with the People Team regarding employment disputes
• Manage litigation-related insurance matters, including providing timely notice of claims, coordinating with insurers and brokers, pursuing available coverage, and managing coverage disputes where necessary
• Oversee discovery and evidence-preservation obligations, including litigation holds, document collection and review, information governance, e-discovery strategy, privilege issues, and the use of technology and outside vendors to manage discovery efficiently
• Conduct and oversee sensitive internal investigations where appropriate and coordinate with employment, compliance, privacy, security, or other specialists depending on the subject matter
• Establish and continuously improve litigation playbooks, processes, and technology, enabling the Legal team to manage a growing litigation portfolio efficiently and consistently as the Company scales
• Promote appropriate use of data and technology in litigation management, including e-discovery tools, matter-management systems, litigation analytics, and emerging AI-enabled legal technologies

Benefits

• Flexible Vacation: WHOOP has a flexible vacation policy that allows you to unwind, laptop-free, when you need it most.
• Focus on Family: We offer 18 weeks paid parental leave, plus an additional 2 weeks to gradually return to work.
• Get Invested: In addition to a competitive base salary and 401k, you’re eligible to receive stock options to share in the future of WHOOP.
• WHOOP +1: Everyone on the team gets a complimentary WHOOP membership—plus another membership to share with a loved one.
• Health Matters: Our competitive benefits package covers medical, dental, and vision, in addition to mental health services, life and disability insurance, and more.
• Find Your Fit: Full-time employees get $500 a year to spend on wellness in whatever way they see fit, from fitness classes and memberships, to recovery services.
• It Pays to Sleep: Our Sleep Performance Program incentivizes employees to get more sleep. Log an average sleep performance of 85% or higher for the month and get a $100 bonus.
• Location, Location, Location: You can’t beat the views from the rooftop of One Kenmore Square. Feel inspired daily as you work, enjoy free snacks and coffee, and collaborate in the heart of Boston.

Demonstrated ability to balance legal risk with practical business considerations and deliver actionable advice in a fast-paced environmentAbility to translate complicated legal issues into concise, practical advice for senior executives and business leadersHighly organized, detail-oriented, and comfortable managing multiple priorities in a dynamic environment7+ years of relevant legal experience, including experience at a nationally recognized law firm and/or an in-house legal department managing litigationStrong commitment to embracing and leveraging AI tools in day-to-day tasks, ensuring AI-assisted work aligns with the same high-quality standards as personal contributionsExperience in building and improving legal processes, playbooks, and operational infrastructure to support a scaling businessJ.D. from an accredited law school and active membership in at least one U.S. state barExperience supporting technology, consumer products, healthcare, or subscription-based businesses is strongly preferredExperience as the lead or managing attorney on complex litigation. Strong command of litigation strategy and procedure, including discovery, dispositive motions, expert practice, mediation, trial preparation, settlement negotiations, and appealsExcellent written, verbal, and interpersonal communication skills, with the ability to build trusted relationships across cross-functional teams