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Salary: USD 90,000 - 120,000 / annual
Wayground is a global learning platform trusted by 75 million monthly active users across 150+ countries. The company is a high-growth, profitable SaaS business backed by leading investors including Tiger Global, GSV, and Nexus Venture Partners.
This is a hands-on, individual-contributor People Operations Generalist role focused on day-to-day execution across US operations and legal/vendor management functions.
Key Responsibilities:
People Operations (US):
- Own and manage the HRIS as the system of record, including configuration, workflows, reporting, integrations, and data integrity across the full employee lifecycle
- Run complete onboarding and offboarding processes: offer letters, background checks, I-9 and E-Verify, equipment provisioning/deprovisioning, first-week experience, and exit logistics
- Execute semi-monthly US payroll end-to-end, including off-cycles, corrections, and reconciliation with Finance
- Administer benefits programs: open enrollment, carrier and broker management, qualifying life events, COBRA, and 401(k) administration with audit support
- Manage all leave types across states: FMLA, state paid family and medical leave, parental leave, disability, and accommodations with tracking and pay coordination
- Own People spend management: budget tracking, invoice and reimbursement approvals, headcount and benefits cost reporting with Finance
- Serve as first point of contact for US employee questions on pay, benefits, policy, and systems
- Maintain multi-state employment compliance: state registrations, required postings and notices, wage and hour, classification, handbook and policy updates
Legal Operations:
- Run contract operations end-to-end: intake and routing, template management, redline coordination with outside counsel, execution, storage, and renewal tracking
- Manage customer legal and security review queue: DPAs, security questionnaires, insurance certificates, and documentation requests
- Support compliance and certification efforts as program coordinator across internal owners and auditors
- Collaborate with Finance on insurance renewals
Vendor Management:
- Own vendor documentation workflow in Asana: intake, required documentation, approvals, and signatures
- Collect and maintain vendor records: W-9s, COIs, security and privacy documentation, signed agreements, renewal and expiration dates
- Maintain process structure so team visibility is clear without requiring manual follow-up
Requirements:
- 2+ years in People Operations, ideally at a startup or in a fast-moving environment
- US payroll, benefits, and leave administration experience across multiple states
- Working knowledge of multi-state US employment compliance
- Hands-on Rippling experience (or comparable HRMS) across the full employee lifecycle
- Process mindset: ability to spot inefficiencies and fix them; documentation discipline
- Strong organization and attention to detail; comfortable owning multiple workstreams simultaneously
- Collaborative approach; builds trust quickly and makes cross-functional partners' lives easier
