Payroll and Compliance Manager - Remote Opportunity

About the Role

We are seeking a dedicated Payroll and Compliance Manager to join our team remotely. In this role, you will be crucial in ensuring that our payroll processes run smoothly and comply with all regulations. Your mission will be to oversee the transition of approximately 200 employees in Costa Rica from an Employer of Record (EOR) to a fully owned local entity, ensuring compliance and efficiency in all payroll operations.

What You'll Do

• Own pre-hire compliance requirements, including right to work checks, documentation, and contract readiness, ensuring employees are correctly set up before day one.
• Handle new joiner, leaver, and employment change transactions, generating contracts, amendments, employment verifications, salary certificates, and formal notices.
• Prepare, validate, and submit payroll inputs, including salary, incentives, deductions, and adjustments.
• Audit outputs from payroll providers, reconciling discrepancies and catching errors before employees do.
• Ensure correct handling of social security contributions, income tax withholdings, and settlements, including cesantías and liquidaciones.
• Manage enrolment, changes, and issue resolution for private healthcare and statutory benefits.
• Be the go-to person for employee queries on employment terms, payslips, taxes, and benefits, resolving issues with clarity and confidence.
• Stay ahead of regulatory changes and implement them proactively, ensuring our practices are compliant with CCSS, MTSS, DGT, and INS.

Requirements

• Background in HR services and payroll coordination.
• Working knowledge of labor law and employment practices in Costa Rica, with the ability to apply these in practice.
• Hands-on experience with benefits and leave management, including how they impact payroll and compliance.
• Execution depth: comfortable with detailed, repetitive work such as data input, audits, and reconciliation.
• Proven ability to operate without full structure, interpreting requirements and building practical processes.

Nice to Have

• Familiarity with complex, multi-entity environments across North, South America, and EMEA.
• Experience working through audits and supporting statutory reporting.

What We Offer

• Generous compensation + stock options aligned with market data and individual skills.
• Fully remote work with flexible schedules and locations.
• Company-issued laptop, remote setup stipend, and co-working budget.
• Ample paid time off, in addition to local public holidays.
• Enhanced parental leave and health & retirement benefits.
• Annual learning & development budget.
• Opportunity to contribute to groundbreaking projects that shape the future of work.

This Payroll and Compliance Manager remote position is an exciting opportunity to make a significant impact in a growing company. If you are passionate about HR and compliance, we encourage you to apply!