Flywire

Senior People Operations Specialist

Boston, MA, United States · Senior · Full-time

Sponsorship not specified$80k-$90kDetected 44 days ago

ComplianceProcess ImprovementRecruitingHRISCommunicationCollaborationProblem Solving

About the role

This role acts as the operational nexus for data integrity, process consistency, and audit readiness within Workday and related People systems.
Execute end-to-end employee lifecycle transactions (hires, changes, terminations), ensuring accuracy, timeliness, and proper documentation in Workday
Identify and resolve data discrepancies before downstream impact (payroll, reporting, compliance)

Maintain consistency and standardisation across lifecycle processes within the Americas region
Independently manage complex and non-standard cases, including policy and system exceptions
Support operational activities related to employee mobility, including system transactions, documentation, and process coordination in partnership with the Global Mobility team
Own the accuracy, completeness, and integrity of employee data within Workday as the system of record
Partner with Payroll, Finance, and other stakeholders to investigate and resolve data-related issues
Execute and validate compensation-related transactions with strict adherence to data accuracy and process controls
Your Talent Acquisition Partner will walk you through the steps and be your "go-to" person for any questions.

5-7 years in People Operations / HR Operations, including advanced hands-on experience with Workday transactions, data governance, and reporting
Proven track record managing complex and exception-based employee lifecycle cases
Demonstrated experience driving process improvements, automation, or system optimisation, including the use of AI-enabled tools to reduce manual effort and improve accuracy
Working knowledge of labor laws and compliance requirements across the US (including FLSA/EEO), Canada, and Mexico

Experience operating within a controlled, audit-driven environment (SOX exposure preferred)

Employee Stock Purchase Plan (ESPP)
Competitive time off, including Digital Disconnect and FlyBetter Days to volunteer in a cause you believe in.
Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
The US base salary range for this full-time position is $80,000 - $90,000 and benefits.
Ensure employee data impacting downstream processes (e.g. payroll, compensation, reporting, benefits) is accurate, complete, and timely
3) Benefits & Policy Administration
Support regional benefits programs in partnership with the Global Benefits COE and external vendors, ensuring accurate system configuration and alignment of employee data in Workday
Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training.

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.
The 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.
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.
1) Employee Lifecycle Execution
2) Employee Data & Downstream Accuracy

This listing is sourced directly from Flywire's careers page and normalized into a canonical job model.