Payroll & Benefits Specialist

About Pair Team

At Pair Team, we’re an innovative, mission-driven company reimagining how Medicaid serves the most underserved populations. As a tech-enabled medical group, we deliver whole-person care—clinical, behavioral, and social—by partnering with organizations deeply connected to the communities we serve.

We’re building a powerful care management platform that leverages AI and automation to scale meaningful, human-centered care. Our work is driven by top talent across clinical care, technology, product, and operations—working together to improve access and outcomes for all our patients.

We’re one of the largest Enhanced Care Management providers in California and are on track to build the nation’s largest clinically integrated network supporting high-need Medicaid members. Our model has demonstrated real impact, including a 58% reduction in emergency department visits and a 29% reduction in hospital admissions.

At Pair Team, we’re not just delivering care—we’re building the future of a more equitable, community-rooted Medicaid system.

• Forbes: For Pair Team, Accessibility Is About Delivering Healthcare To Those Who Need It The Most
• TechCrunch: Building for Medicaid’s regulatory moment with Neil Batlivala from Pair Team
• Axios: Pair Team collects $9M for Medicaid-based care

About the Opportunity

As a Payroll & Benefits Specialist at Pair Team, you will play an important role in supporting our growing employee base. You will be responsible for accurate and timely payroll processing for our nationwide, remote team of hourly and salaried employees. In addition, you will manage tax and compliance obligations, and coordinate employee benefits and wellbeing programs. You will collaborate closely with the People and Finance teams as well as benefit vendors and tax agencies. This role requires a highly organized individual with strong knowledge of payroll processes, tax regulations, and benefits administration.

This is a fully remote position reporting to the People Operations Manager.

What You'll Do

• Process bi-weekly hourly payroll and semi-monthly salaried payrolls for our large, US-remote employee population 
• Manage bi-weekly timecard approvals with resources, reminders, and direct support for managers
• Manage state and local payroll tax accounts and register for tax accounts in new jurisdictions as we continue to grow
• Oversee day-to-day operations of US benefit plans including enrollment support, monthly benefit billing, qualifying life events and team member questions about coverage
• Partner with benefits brokers to ensure plans comply with state and federal laws and regulations
• Drive utilization of our benefit plans through education and communications across the organization
• Conduct regular audits of benefit programs, payroll deductions, and carrier data
• Support annual payroll and benefit processes including benefits open enrollment, benefit audits, quarter-end and year-end
• Manage self-service resources and continually improve them based on support tickets
• Continually improve the payroll and benefits processes in partnership with the People Operations Manager to ensure accuracy and efficiency that scales as we grow

What You'll Need

• 2+ years of experience managing complex, multi-state payroll processing and benefits / wellbeing programs
• Experience supporting large hourly populations with time cards and time-off
• Knowledge of federal, state, and local payroll tax regulations, as well as employment laws
• Strong understanding of leave of absence (LOA) types and administration
• Excellent communication skills and ability to convey complex payroll & benefits information effectively with employees at all levels of the organization
• Proficient with Excel/GoogleSheets, HRIS, and payroll software (Rippling is a plus!)
• Exceptional attention to detail and organizational skills
• Strong analytical and problem-solving skills
• Ability to thrive in a fast-paced, high-growth environment with shifting priorities
• An ownership mindset – own driving results for the mission, business, and customer experience
• Passion for helping individuals experiencing complex chronic needs such as homelessness, severe mental illness, and substance use disorder

Our Values

• Lead with integrity: We keep our commitments and take responsibility for our actions. We are dependable and choose authenticity over perfection.
• Embrace challenges: We leave our egos at the door and step forward into discomfort instead of back into safety. We help each other to learn and provide feedback using candor and kindness.
• Break through walls: We go the extra mile for our patients, partners and one another, and we run toward hard things. We are resilient in our push for consistent improvement and challenge the status quo.
• Act beyond yourself: We build each other up and respect boundaries. We seek first to understand and assume positive intent.
• Care comes first: We hold ourselves to the highest standards for our patients. We are relentless in the pursuit of our mission, and ensure that we are taking care of ourselves in order to care for others.

Because We Value You

• Competitive salary: $90,000 - $100,000
• Equity compensation package
• Flexible vacation policy – take the time you need to recharge
• Comprehensive medical, dental, and vision coverage
• 401(k) through Guideline
• 100% company-sponsored short and long-term disability and life insurance
• Subsidized backup childcare and caregiver supports through Wellthy
• Work entirely from the comfort of your own home
• Monthly $100 work from home expense stipend 
• We provide the equipment needed for the role
• Opportunity for rapid career progression with plenty of room for personal growth!
• Travel reimbursements for offsite/retreats and occasional travel for projects