Director – People Operations

About Tomorrow Health

Tomorrow Health enables exceptional healthcare for patients and their families in the place they want to be most — home. At Tomorrow Heath, we build technology that rewires the way home-based care is ordered, delivered, and paid for. Tomorrow Health connects patients, providers, health plans, and home-based care suppliers, to ensure patients receive the correct and timely care they need to remain healthy at home.

We believe in putting patients first, that many perspectives are stronger than one, and in treating those we serve just as we would our own family members. We hope you’ll join us if you’re passionate about improving healthcare delivery, leveraging technology to help people, and working in a collaborative, diverse environment.

The Team

The People Team is a strategic partner to our rapidly scaling, mission‑driven organization. We design the programs, processes, and culture that enable 100+ (and growing) Tomorrow Health team members to do the best work of their careers. This team manages and optimizes a wide range of functions, including compensation and benefits, talent acquisition, employee engagement, HR systems, and data-driven reporting and analytics. People Operations ensures our workforce is equipped with the resources, understanding, and insights necessary to thrive and drive organizational success.

The Role

We are seeking a Director, People Operations who will set the vision and roadmap for Tomorrow Health's people functions while leading a growing team. Reporting to the VP of Operations, you will translate business strategy into people strategies that accelerate performance, cultivate culture and engagement, and scale people excellence. This role requires a rare blend of strategic foresight, operational rigor, and empathetic leadership.

Who you are

• You are a people leader with extensive People Operations experience within both scaling startups and larger organizations
• You are someone who can take ideas and execute across an entire organization quickly and effectively
• You are fluent across payroll, HRIS, compliance, and talent management, and are familiar with the tools related to each
• You thrive in a fast-paced and fluid environment, and are comfortable managing multiple projects simultaneously
• You bring a collaborative attitude, working seamlessly with cross-functional teams and leadership to achieve shared goals
• You are comfortable with ambiguity, able to adapt quickly, and demonstrate a high level of initiative and ownership

Responsibilities

• Develop and execute a People strategy aligned with Tomorrow Health's goals, OKRs, and anticipated growth.
• Own the design, governance, and continuous improvement of compensation and benefits programs; ensuring a competitive, equitable, and fiscally responsible compensation structure. 
• Oversee payroll operations and HRIS architecture (Justworks, Carta, Greenhouse, and future systems), ensuring scalability, automation, and data integrity.
• Architect a data and analytics capability that delivers actionable insights on engagement, performance, retention, and organizational health to executives and managers.
• Lead the annual performance review cycles; partner with executives to drive continuous maintenance of a high bar across the company. 
• Serve as a trusted advisor and coach to the executive team on organizational design, change management, and culture.
• Ensure full compliance with evolving employment laws and regulations across all jurisdictions; proactively manage risk and employee relations matters.
• Own People Team OKRs, budget, and vendor portfolio, driving continuous improvement and ROI.
• Partner closely with Finance, Legal, and Operations to align on workforce planning, headcount forecasting, and business priorities.

Requirements

• 8-10+ years of progressive experience in People Operations capacity, preferably in a mix of tech startups and larger organizations.
• Expertise across payroll, compensation and benefits, HRIS, compliance, and talent acquisition, and familiarity with tools such as Justworks, Carta, and Greenhouse.
• Proven ability to build and lead a high‑performing, multidisciplinary People team.
• Strong command of People analytics and ability to translate data into narratives that influence executive decision‑making.
• Strong business acumen and ability to balance employee advocacy with company objectives.
• Deep knowledge of federal, state, and local employment laws and HR best practices.
• Experience driving People Team OKRs and performance review cycles.
• Exceptional problem-solving and multitasking skills in a fast-paced, high-growth environment.
• A proactive, solutions-oriented mindset with a strong sense of ownership and execution.

Benefits

• 100% employer-paid medical, dental and vision benefits
• HSA and FSA (Dependent Care and Commuter)
• Fully covered membership in One Medical for on-demand primary care, and Teladoc for 24/7 virtual care
• 12 weeks of paid parental leave for all caregivers
• Free mental health support with BetterUp through CONCERN EAP
• Short-term, and long-term disability plan availability
• Company-sponsored Life and AD&D insurance
• Educational reimbursement
• Monthly wellness stipend
• Commuter Benefits
• Access to Vanguard 401k plan
• Unlimited vacation and 11 corporate holidays

Salary range for this position: $190,000 to $210,000/yr, depending on experience and qualifications, plus equity

Learn more about our core values and working with us on our careers page and Interview Guide! 

Tomorrow Health is an Equal Opportunity Employer and does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law.