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!