Risk Operations Specialist Jobs in Massachusetts

INTRODUCTION

Are 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!

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.

Key Responsibilities

1) 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

2) 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

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
- 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

4) 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

5) 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

6) 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

BASIC QUALIFICATIONS

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-documented processes
- Effective handling of complex and exception cases with minimal escalation
- Measurable improvements in process efficiency and reduction in manual effort
- Minimal downstream errors attributable to upstream data inaccuracies

ADDITIONAL INFORMATION

What We Offer:

- Competitive compensation
- Employee Stock Purchase Plan (ESPP)
- Competitive time off, including Digital Disconnect and FlyBetter Days to volunteer in a cause you believe in.
- Work with brilliant people globally Learn more about their journeys by checking out #InsideFlywire on social media
- Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
- Be a meaningful part in our success - every FlyMate makes an impact
- Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers, OneFlywire Career Mobility)

Submit today and get started! We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions.

The US base salary range for this full-time position is $80,000 - $90,000 and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. 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 an equal opportunity employer and follows a policy of administering all employment decisions and personnel actions without regard to race, color, religion, sex, pregnancy, gender identity, national origin, age, ancestry, physical or mental disability, sexual orientation, genetic disposition or carrier status, veteran status, or any other category protected under applicable national, federal, state or local law.