People Operations Generalist

Job description

**About Us** We are a global learning platform on a mission to motivate every learner by empowering every educator. From K–12 classrooms and universities to corporate training settings, our platform is trusted in over 150+ countries by 75 million monthly active users. In the U.S., 90% of schools use Wayground to engage students and transform learning through technology. Wayground is a high-growth, profitable SaaS company backed by leading investors including Tiger Global, GSV, and Nexus Venture Partners. If you're excited about education and international SaaS and want to build towards a mission that you can be proud of, then Wayground is the right place for you. **The Role** We're hiring a People Operations Generalist to support the day-to-day operations. This is a hands-on, individual-contributor role focused on execution: you'll handle core People processes - onboarding, payroll, benefits, and more across GTM. It's a great fit for someone who's dependable, detail-oriented, and comfortable owning the day-to-day. **Work Location: This is a hybrid role based in New York City, requiring in-office attendance four days per week.** **What You'll Do** **People US** - Own HRIS as the system of record: configuration, workflows, reporting, integrations, and data integrity across the full employee lifecycle. - Run onboarding and offboarding: offer letters, background checks, I-9 and E-Verify, provisioning and deprovisioning, equipment, first-week experience, exit logistics. - Run semi-monthly US payroll end to end, including off-cycles, corrections, and reconciliation with Finance. - Administer benefits: open enrollment, carrier and broker management, qualifying life events, COBRA, 401(k) administration and audit support. - Administer all leave types across states: FMLA, state paid family and medical leave, parental leave, disability, and accommodations, including the tracking and pay coordination behind each. - Own People spend management: budget tracking, invoice and reimbursement approvals, headcount and benefits cost reporting alongside Finance. - Serve as the first point of contact for all US employee questions on pay, benefits, policy, and systems. - Maintain multi-state employment compliance: registrations in new states, 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 the 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. Work with finance on insurance renewals for the business and benefits with people **Vendor Management (Documentation)** - Own the vendor documentation workflow in Asana: intake, required documentation, approvals, signatures Collect and maintain vendor records: W-9s, COIs, security and privacy documentation, signed agreements, renewal and expiration dates. - Maintain the process itself: keep the Asana project structured so anyone can see where a vendor stands without asking. **What We're Looking For** - 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 a comparable HRMS) across the full employee lifecycle. - A process mindset: you spot what's inefficient and fix it, and you document as you go. - Strong organization and attention to detail, comfortable owning several workstreams at once. - A collaborative approach: you build trust quickly and make cross-functional partners' lives easier. - **This is a hybrid role based in New York City, requiring in-office attendance four days per week.** **What We Offer** - A key role in an exciting journey, we're a company with ambitious targets and meaningful goals - Fantastic colleagues in a fun, high-energy environment with real opportunities to learn - Competitive compensation and benefits package - The chance to work on a meaningful mission helping change how students learn and engage with education around the world **Salary Range** The expected range for this role is $90,000-$120,000 annually **Working at Wayground** - Healthcare coverage for you and your dependents. - Competitive compensation. - On-site presence, flexible PTO. - Additional health, financial, and professional development benefits. If you are looking for an opportunity to make an impact in the education technology space and contribute to the growth of a fast-paced and innovative company, Wayground is the perfect place for you. Join us in creating engaging learning experiences that inspire students worldwide!