People Operations Specialist (Payroll & Benefits)

About Donorbox

Donorbox is a leading fundraising platform and donor management system for nonprofit organizations. Our mission is to accelerate positive impact worldwide by helping nonprofits become highly effective at raising funds and managing their supporter base. Since 2014, we have powered more than 100,000 global organizations to close to $3B in donations. 🚀

Our fast-growing company is profitable and bootstrapped with a healthy run rate. We have a fully distributed and diverse 150-person team based in 16+ states and 23+ countries. In 2026, Donorbox was named by Built In as one of the Best Places to Work in Washington, DC.

🏅Donorbox is rated the #1 software for fundraising, donor management, and nonprofit payment on G2 based on hundreds of verified customer reviews. We're proud of what we do, and our product reflects it!

The Role

We’re looking for a detail-oriented People Operations Specialist, Payroll & Benefits to join our growing People team. In this role, you’ll own payroll coordination and benefits administration while supporting core HR operations and compliance programs across our U.S., Canada, and global contractor workforce.

You’ll partner closely with Finance, Operations, and external vendors to ensure payroll runs accurately, benefits are administered smoothly, and employees receive timely support across systems including TriNet, Rippling, Deel, and BambooHR.

This is a highly operational and hands-on role ideal for someone who enjoys owning payroll and benefits processes, improving HR systems, solving problems, and ensuring HR operations run smoothly across a distributed global team.

What You’ll Do

• Payroll Operations
• Coordinate payroll and contractor payments across vendors including TriNet, Rippling, and Deel, ensuring employees and contractors are paid accurately and on time.
• Audit payroll data each cycle (new hires, terminations, compensation updates, benefits deductions) in partnership with Finance.
• Maintain compliance with multi-state payroll regulations and support accurate processing of international contractor payments through vendor platforms.
• Manage payroll-related correspondence including state tax notices and compliance documentation.
• Troubleshoot payroll issues and resolve discrepancies with vendors and employees.
• Partner closely with Finance to reconcile payroll reports, benefits deductions, and tax reporting.
  
  
• Benefits & Leave Management
• Administer U.S. and Canadian benefits programs, including medical, dental, vision, disability, and retirement plans, partnering with vendors such as TriNet (U.S.) and Sterling Brokers / Open Access (Canada).
• Manage benefits enrollments, changes, and terminations in coordination with benefits vendors and within TriNet, Rippling, and BambooHR.
• Serve as the primary point of contact for employee benefits and payroll questions.
• Administer and track time-off policies and balances for employees and contractors across systems including TriNet, Rippling, and BambooHR.
• Administer and track leaves of absence (LOA) including parental, medical, and statutory leaves.
• Lead annual benefits renewals and vendor coordination, including supporting negotiations, in partnership with HR leadership and Finance.
  
  
• People Operations & Compliance
• Maintain accurate employee data across Rippling, BambooHR, TriNet, and Deel, ensuring alignment between HR, payroll, and benefits records.
• Generate offer letters and onboarding documentation in partnership with Talent Acquisition.
• Coordinate payroll and benefits setup for new hires and offboarding employees.
• Conduct new hire onboarding sessions covering payroll, benefits, and HR systems.
• Maintain compliance documentation including required trainings, policy acknowledgments, and regulatory postings.
• Support ongoing maintenance of the Employee Handbook and HR policies.
  
  
• Systems, Vendors & Process Improvement
• Manage relationships with payroll, benefits, and HR system vendors.
• Support ongoing administration and optimization of Rippling, including payroll-related workflows, deductions, and employee data.
• Identify opportunities to streamline HR workflows, automate processes, and improve operational efficiency.
• Create and maintain process documentation and SOPs for payroll, benefits, and HR operations.
• Support internal reporting, audits, and compliance reviews related to payroll and benefits.

What You Bring

• 3+ years of experience in payroll, benefits administration, or HR operatio