Director, Global Payroll & Equity Job Category: Finance Location: US - Massachusetts - Remote Meet Our Team: Our Payroll & Equity team sits at the center of Pega’s global employee experience—ensuring every payroll is accurate, compliant, and on time, while running equity operations that scale with growth. You’ll join a highly collaborative group that partners with Finance, People, Legal, Tax, Treasury, Internal Audit, IT/HRIS, and Mobility to deliver strong governance, clear reporting, and continuous improvement. Picture Yourself at Pega: In this role, you will own and elevate payroll and equity operations across a global footprint—supporting more than 5,000 employees across ~20 countries in the Americas, Europe, India, and APAC. You will shape strategy, strengthen governance and controls (including SOX-relevant activities), and modernize how payroll and equity operate through automation and thoughtful use of AI—driving measurable improvements in accuracy, efficiency, and insight. What You'll Do at Pega: - Own end-to-end global payroll operations, ensuring accuracy, compliance, and on-time delivery, including audit readiness, internal controls, reconciliations, and SOX-relevant processes (Pega is a publicly traded company). - Set and execute global payroll strategy, including policies, procedures, and governance aligned to company standards and local regulatory requirements. - Manage and optimize relationships with global payroll and equity vendors (including UKG, Deel, Activ Payroll and Morgan Stanley), ensuring service levels, controls, and compliance expectations are consistently met. - Own systems and transformation: partner with IT and HRIS on implementations, upgrades, integrations, and data governance; continuously improve processes for efficiency and scalability; and advance reporting and analytics through automation and emerging technologies. - Oversee global equity administration in collaboration with Legal, People, and Finance, including RSUs, PSUs, stock options, and ESPP (as applicable). Manage the relationship with Morgan Stanley/Shareworks and ensure accurate processing, reporting, and employee support. - Build, develop, and lead a high-performing team. Serve as the primary point of contact for payroll and equity—providing clear communication, insights, and decision support to Finance and People leadership. - Act as the payroll and equity subject matter expert for global expansion, M&A activity, and related systems and process change. Who You Are: - Bachelor’s degree in Finance, Accounting, Business Administration, or a related field; advanced degree and/or CPP/CEP certification a plus. - 10+ years of progressive leadership in global payroll and equity administration across multiple countries/regions; technology/SaaS experience preferred. - Experience supporting cross-border mobility and complex multinational payroll structures. - A track record of improving payroll and equity outcomes through process redesign, automation, and strong data and controls discipline. - Strong knowledge of international payroll regulations, employment tax, and equity compensation requirements, including withholding and reporting considerations for equity transactions. - Executive communicator who builds trusted partnerships across Accounting, Treasury, Tax, Legal, People, Internal Audit, Mobility, and IT/HRIS. - Comfortable operating in a dynamic environment—prioritizing effectively, managing risk, and bringing a continuous-improvement mindset. What You've Accomplished: - Led end-to-end global payroll operations across multiple regions, strengthening accuracy, controls, compliance, and audit readiness. - Managed third-party vendors and service delivery, including performance management, escalations, and continuous improvement. - Partnered with Finance, People, Legal, Tax, Treasury, Mobility, and Internal Audit to solve complex payroll and equity challenges while maintaining a strong employee experience. - Delivered measurable improvements through process redesign, automation, and analytics—improving cycle time, accuracy, and visibility through better reporting. - Oversaw global equity administration with internal stakeholders and external providers, supporting taxable events, reporting, and payroll tax withholding requirements. - Contributed to global transformations, including payroll/equity implementations, upgrades, and integrations across HR and payroll ecosystems (e.g., SAP SuccessFactors, UKG, Deel, Activ Payroll, Morgan Stanley/Shareworks, SAP). Pega Offers You: - Gartner Analyst acclaimed technology leadership across our categories of products. - Continuous learning and development opportunities. - An innovative, inclusive, agile, flexible, and fun work environment. - Competitive global benefits program inclusive of pay + bonus incentive, employee equity in the company. - A high-impact leadership seat where you will shape global payroll and equity operations through governance excellence, cross-functional partnership, and modern automation at scale. Additional Information Base salary range for this role is 137,700 - 213,700 USD annually. This role may also be eligible for annual bonus OR commission, as well as benefits and other incentives. The final compensation will be determined during the offer process based on the candidate's education, experience, skills, and qualifications, as well as market conditions and may vary from the posted range. We will share an information on benefits, bonus/commission, and other pay components for this role at the relevant recruitment stage. Job ID: 23592

• Act as Senior Technical Integration Consultant for a global Oracle HCM to ADP payroll outsourcing project • Support the project from kick-off through implementation, rollout, testing, and hypercare • Analyze, assess, and adapt available Oracle HCM standard connectors for ADP, especially in relation to local country-specific payroll requirements • Support integration scenarios for ADP GlobalView and/or ADP Celergo, depending on project scope and country rollout • Design and implement custom integrations between Oracle HCM Cloud and ADP where standard connectors are not sufficient • Define and validate payroll-relevant data mappings between Oracle HCM and ADP • Work with Oracle HCM Extracts, HDL, BI Publisher, APIs, OIC or comparable middleware/integration technologies • Coordinate technical interface requirements with ADP, internal IT, HR, payroll, and local country stakeholders • Support multiple country implementations and rollouts running in parallel • Prepare and facilitate technical integration workshops • Support SIT, UAT, payroll parallel runs, defect resolution, and cutover activities • Analyze interface errors, data quality issues, and payroll integration defects • Create and maintain technical documentation, interface specifications, mapping documents, and handover materials • Support knowledge transfer to the internal client team

• Serve as a subject matter expert for payroll system configuration, calculations, and overall functionality for Canadian and US payrolls. • Support compliance with all applicable federal, provincial/state, and local payroll tax laws and regulations for Canada and the US. • Monitor legislative changes and coordinates updates to system configurations and processes to ensure ongoing compliance. • Maintain a strong understanding of the end-to-end payroll processes for the Canadian and US payrolls, including data input, calculations, deductions, and reporting. • Proving payroll processing support Canadian and US payrolls during absences or high-volume periods. • Gather information, investigate and resolve payroll system issues in collaboration with the HRIS team and payroll operations. • Validate payroll data integrity and accuracy with regards to the incoming and outgoing data integrations • Plan, execute, and document testing for all payroll system updates, patches, and integrations to ensure accuracy minimize risk. • Collaborate with the payroll team to identify system inefficiencies, and recommend improvements to enhance payroll operations and compliance • Participate in the implementation of new system modules, enhancements and process changes. • Develop and maintain documentation of payroll system configurations, processes, and compliance procedures. • Assist in training and supporting payroll team members on system functionalities and compliance-related updates.

Role Description As a Senior Implementations Specialist at Rain, you can operate in a fast-paced, dynamic environment. You nerd out about SaaS integrations and are naturally curious. You believe that data-led decision making is the norm. You see feedback or failure as motivation to learn and grow. And you relate to our core mission of helping people find financial freedom. - Support external clients and internal teams in the implementation of Rain for both new and existing customers. - Properly scope out customer needs and requests during implementations to make sure our solution solves their existing problems. - Proactively project manage the implementation process end-to-end to achieve customers' target timelines and goals, communicating to all stakeholders any changes or updates as needed. - Configure and implement customers in accordance with best practices to drive adoption and maximize revenue potential. - Partner with Sales and Customer Success teams to drive a timely and well organized implementation process, escalating issues to various stakeholders as necessary. - Collaborate closely with Product and Engineering to improve and troubleshoot customer issues as well as provide feedback on product enhancements & needs. - Support in the development and documentation of processes and best practices. - Proactively look for opportunities of improvement in existing processes to help support Rain’s overall growth. Qualifications - 2+ years of relevant implementation or onboarding experience. - 1+ year in a customer facing role managing stakeholders and timelines. - Strong project management and prioritization skills. - Demonstrated ability to manage multiple projects at once without compromising. - Experience working with JIRA, Hubspot, Salesforce, and similar systems of customer record. - Experience with HCM and HR Tech preferred. - General curiosity and desire to learn. Benefits - Flexible PTO. - Medical, Dental, Vision, Life, Disability coverage. - Parental leave. - Monthly stipend. - Equity options. Company Description Rain is the world's first AI Financial Health Platform, serving 3.5 million employees at leading organizations like McDonald's, Marriott, and T-Mobile. Rain works in the background to optimize every employee's financial life to prevent shortfalls and build long-term stability. Backed by top investors including QED and Prosus, Rain has raised $150M in venture funding to fuel our next stage of hyper growth.