Senior People Operations Specialist
Boston, MAFull-time$80k–$90kPosted Jun 8, 2026
Google Chrome
Microsoft Edge
Apple Safari
Mozilla Firefox
Senior People Operations SpecialistFull-timeCompany DescriptionAre you ready to trade your job for a journey? Become a FlyMate!Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we’re on a mission to deliver the world’s most important and complex payments. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world.What more do we need to truly be unstoppable? Perhaps, that is you! Who we are:
Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education. We’ve since scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world. Today we support more than 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.With over 1,200 global FlyMates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.
Job DescriptionThe Opportunity:The Senior Specialist, People Operations is responsible for delivering accurate, compliant execution of employee lifecycle processes globally, with primary operational ownership across the Americas region (US, Canada, and Mexico), while operating against defined service levels in a high-volume environment.
This role acts as the operational nexus for data integrity, process consistency, and audit readiness within Workday and related People systems. Operating with a high degree of autonomy, the individual manages complex cases, enforces standards, mitigates risks, and advances process improvements, leveraging automation and AI-enabled solutions to enhance efficiency, strengthen service delivery, and enable the function to operate at greater scale and impact.
Key Responsibilities
1) Employee Lifecycle ExecutionExecute end-to-end employee lifecycle transactions (hires, changes, terminations), ensuring accuracy, timeliness, and proper documentation in WorkdayMaintain consistency and standardisation across lifecycle processes within the Americas regionIndependently manage complex and non-standard cases, including policy and system exceptionsSupport operational activities related to employee mobility, including system transactions, documentation, and process coordination in partnership with the Global Mobility team2) Employee Data & Downstream AccuracyOwn the accuracy, completeness, and integrity of employee data within Workday as the system of recordEnsure employee data impacting downstream processes (e.g. payroll, compensation, reporting, benefits) is accurate, complete, and timelyIdentify and resolve data discrepancies before downstream impact (payroll, reporting, compliance)Partner with Payroll, Finance, and other stakeholders to investigate and resolve data-related issuesExecute and validate compensation-related transactions with strict adherence to data accuracy and process controls3) Benefits & Policy AdministrationSupport regional benefits programs in partnership with the Global Benefits COE and external vendors, ensuring accurate system configuration and alignment of employee data in WorkdayExecute People policies and procedures with precision, ensuring consistent application across jurisdictionsMaintain strong working knowledge of labor laws and regulatory requirements across the Americas region4) Quality, Controls & GovernancePerform quality assurance checks on transactions and documentation to ensure adherence to defined standardsAct as a key control layer for People processes, ensuring...