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Salary
≈ $52k – $117k per year (Estimated)
Location
Hybrid (San José, Costa Rica)
Seniority
Architect
Employment
Full-Time

Confirmed on the employer's own hiring board on Oct 26, 2026. First seen by Alion on Oct 26, 2026.

Overview
Company
Impact
Profile match
CloudPay is a global payroll and payments company that delivers unified, cloud-based managed payroll services and salary payment solutions for multinational employers. The platform integrates with major HCM systems (Workday, SAP SuccessFactors, Oracle, HiBob) and offers global payroll processing, payments, pay-on-demand, compliance support, APIs, and AI-enabled payroll automation. CloudPay targets enterprise and midsize businesses with a SaaS delivery model and extensive global payments and country payroll expertise.

About this job opportunity

Our Vision

To be the world's most trusted global payroll partner, simplifying pay for all employees.

Our Mission

Empowering global workforces with seamless, compliant, and innovative payroll and payment solutions, enabling businesses to thrive in a connected world.

Our People

Our fundamental beliefs at CloudPay are built on core values of professionalism, passion, empowerment, innovation, and teamwork. We value our employees and strive to create a great workplace where everyone is valued, heard, inspired, and encouraged to bring their authentic selves to work. We're committed to providing an excellent employee experience through fulfilling projects, empowerment to make a difference, and an environment that inspires innovation.

What makes this role exciting

The Director, AMER Payroll will lead and oversee all aspects of payroll operations for the Americas region, ensuring accurate, compliant, and timely processing of payroll for CloudPay's clients. This role is critical in maintaining high service delivery standards and fostering client satisfaction.

Main responsibilities

  • Strategically lead and manage the end-to-end payroll operations for clients across the Americas region, encompassing multiple countries and regulatory environments.

  • Develop, implement, and maintain robust payroll processes and procedures to ensure accuracy, compliance, and efficiency.

  • Oversee and manage a team of payroll professionals, providing leadership, mentorship, and performance management to foster a high-performing team.

  • Ensure compliance with all federal, state, and local payroll tax regulations, labor laws, and company policies within the AMER region.

  • Act as a primary point of contact for complex client payroll inquiries and escalations, resolving issues promptly and effectively.

  • Collaborate closely with internal stakeholders, including HR, Finance, IT, and Client Services, to ensure seamless payroll integration and service delivery.

  • Identify and implement opportunities for process improvement, automation, and standardization to enhance operational efficiency and accuracy.

  • Develop and monitor key performance indicators (KPIs) and service level agreements (SLAs) to measure payroll performance and drive continuous improvement.

  • Stay abreast of industry trends, legislative changes, and technological advancements in payroll to ensure CloudPay's offerings remain competitive and compliant.

  • Participate in client onboarding and implementation projects, providing expert guidance on AMER payroll requirements.

  • Manage vendor relationships with third-party payroll providers and tax authorities as needed.

  • Prepare and present reports on payroll performance, compliance, and strategic initiatives to senior management

Experience needed for this role

  • Proven progressive experience in payroll management, with proven experience in a leadership role overseeing multi-country or regional payroll operations.

  • Extensive knowledge of payroll laws, regulations, and tax compliance across various countries within the Americas (e.g., USA, Canada, Mexico, Brazil).

  • Demonstrated experience managing large-scale payroll operations for multiple clients or a complex organization.

  • Degree in Accounting, Finance, Business Administration, or a related field.

  • Proven ability to lead, motivate, and develop a high-performing team.

  • Strong analytical and problem-solving skills with a keen attention to detail.

  • Excellent communication, interpersonal, and client-facing skills.

  • Proficiency in payroll software and enterprise resource planning (ERP) systems (e.g., SAP, Workday, Oracle).

  • Advanced Excel skills (e.g., pivot tables, VLOOKUPs, data analysis).

  • Certified Payroll Professional (CPP) or equivalent international payroll certification preferred.

  • Ability to thrive in a fast-paced, dynamic environment and manage multiple priorities effectively.

About you and Our core values

  • Taking ownership, working with integrity and respect

  • Being a team player is key to our culture

  • Solution and customer focused

  • Great initiative with the goal for excellence in achieving results

  • Dedicated to developing and always looking for continuous improvements

  • Be creative, be committed, be engaged and enjoy what you do

Costa Rica benefits

  • Competitive Salary

  • Competitive vacation allowance

  • Birthday leave

  • Calm app

  • Preventive Medical Check Up

  • MediSmart Business Plan

  • MAPFRE Medical Benefits

  • EAP

  • Wellbeing Allowance

  • MAPFRE Vision Benefit

  • Life Insurance and Total & Permanent Disability

  • WFH Allowance

  • Employee Referral Program

  • Paid Volunteering days

  • Bereavement Leave

  • Marriage Leave

  • Paid Sick Days

CloudPay is committed to being an equal opportunities employer.

The CloudPay culture is built upon on five core values, from which we develop our service, our technology and our business strategies. Our fundamental beliefs are a promise to our employees, customers and partners, built on the core values of professionalism, passion, empowerment, innovation, and teamwork.

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