Senior People Operations Specialist

External

Flywire1 · Boston, MA

Full-timeOn-site2d ago

ComplianceDocumentationPayrollProcess ImprovementRouting

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About the role

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.

Responsibilities

Employee Lifecycle Execution

Execute end-to-end employee lifecycle transactions (hires, changes, terminations), ensuring accuracy, timeliness, and proper documentation in Workday

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

Employee Data & Downstream Accuracy

Own the accuracy, completeness, and integrity of employee data within Workday as the system of record

Ensure employee data impacting downstream processes (e.g. payroll, compensation, reporting, benefits) is accurate, complete, and timely

Identify and resolve data discrepancies before downstream impact (payroll, reporting, compliance)

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

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

Execute People policies and procedures with precision, ensuring consistent application across jurisdictions

Maintain strong working knowledge of labor laws and regulatory requirements across the Americas region

Quality, Controls & Governance

Perform quality assurance checks on transactions and documentation to ensure adherence to defined standards

Act as a key control layer for People processes, ensuring accuracy, consistency, and compliance

Serve as an escalation point for complex operational matters and high-risk employee lifecycle transactions across the region

Support regional and global internal and external audits (including SOX) through accurate and well-maintained records

Identify systemic risks, control gaps, and operational inconsistencies, driving corrective actions and sustainable resolution

Process Improvement & Automation

Analyse root causes of recurring issues and implement scalable process enhancements

Drive workflow optimisation initiatives to reduce manual effort, improve throughput, and strengthen service delivery

Leverage system capabilities and AI-enabled solutions to improve efficiency, accuracy, and user experience

Cross-Functional Partnership & Service Support

Partner with Global People and cross-functional teams to ensure coordinated execution of employee lifecycle activities

Act as a key point of contact for employee lifecycle inquiries, ensuring timely resolution or appropriate routing to specialist teams

Contribute to regional and global initiatives that strengthen People Operations scalability, effectiveness, and consistency

Provide guidance and quality oversight across complex cases and regional processes

Here's What We're Looking For:

Experience & Expertise

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

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

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

Capabilities

High precision and attention to detail, with a strong control and audit mindset

Effective execution in high-volume, high-risk operational environments

Sound judgment and problem-solving in determining when to execute, escalate, or route matters

Clear, concise communication and effective collaboration across cross-functional stakeholders

What Success Looks Like

Consistently high data accuracy with minimal error rates across transactions

Strong audit outcomes with fully compliant, well-d

Senior People Operations Specialist

About the role

Responsibilities

Your Match

Company Intel

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