Senior HR/People Ops Specialist – Payroll, Benefits, Compliance

This is a fully remote position, open to applicants in Costa Rica.

📋 Description

• Take ownership of pre-hire compliance requirements, which include right to work checks, documentation, and ensuring contract readiness, making sure employees are properly set up before their first day.

• Manage transactions related to new hires, departures, and employment changes – generating contracts, amendments, employment verifications, salary certificates, and formal notices.

• Prepare, verify, and submit payroll inputs, encompassing salary, incentives, deductions, and adjustments.

• Conduct audits on outputs from payroll providers, reconciling discrepancies and identifying errors before they are noticed by employees.

• Ensure proper management of social security contributions, income tax withholdings, and settlements, including cesantías and liquidaciones.

• Oversee the enrollment, changes, and issue resolution for private healthcare and statutory benefits.

• Handle leave processes, including both statutory and company leave, ensuring consistency across policy, systems, and payroll outputs.

• Serve as the primary resource for employee inquiries regarding employment terms, payslips, taxes, and benefits, resolving issues with clarity and confidence.

• Stay informed of regulatory changes and implement them proactively to ensure compliance with CCSS, MTSS, DGT, and INS.

• Assist with audits, filings, and statutory reporting for Costa Rica.

• Maintain accurate and organized employee data across HRIS and payroll systems.

⛳️ Requirements

• Experience in HR services and payroll coordination.

• Familiarity with labor law and employment practices in Costa Rica, along with the capability to apply this knowledge practically.

• Practical experience in benefits and leave management, including their implications for payroll and compliance.

• Strong execution skills. You are comfortable with detailed, repetitive tasks such as data input, audits, and reconciliation, consistently identifying issues that others may overlook.

• Demonstrated ability to work independently without complete structure, interpreting requirements and developing practical, suitable processes as needed.

🏝️ Benefits

• Competitive compensation plus stock options, aligned with our internal framework, market data, and individual expertise.

• Flexible work arrangements: Work from any location - fully remote, within our hubs, or a combination of both.

• Provision of a company-issued laptop, remote setup stipend, and co-working budget.

• Flexible schedules and locations.

• Generous paid time off, in addition to local public holidays.

• Enhanced parental leave policies.

• Comprehensive health and retirement benefits.

• Annual budget for learning and development.

• Opportunities for annual workaways and regular virtual & in-person social events.

• Chance to engage in pioneering projects that shape the future of work.