Flywire

Senior People Operations Specialist

Flywire$80K — $90K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years in People Operations/HR Operations, specifically with Workday transactions and data governance.
  • Experience managing complex employee lifecycle cases, including exceptions and policy deviations.
  • Background in a controlled, audit-driven environment, with preferred SOX exposure.
  • Track record in process improvements and automation, utilizing AI tools for enhanced accuracy.
  • Knowledge of labor laws and compliance requirements across the US, Canada, and Mexico.

Responsibilities

  • Execute end-to-end employee lifecycle transactions with accuracy and timeliness in Workday.
  • Manage complex cases and ensure policy consistency across the Americas region.
  • Maintain accuracy of employee data impacting payroll and benefits processes.
  • Support regional benefits administration in collaboration with external vendors.
  • Perform quality assurance checks to uphold compliance and operational standards.
  • Drive process improvement initiatives to optimize workflows and enhance service delivery.
  • Serve as a point of contact for employee lifecycle inquiries and escalate complex cases.

Benefits

  • Employee Stock Purchase Plan (ESPP)
  • Competitive leave options including Digital Disconnect and FlyBetter Days for volunteering.
  • Access to wellbeing programs such as mental health support and fitness classes.
  • Opportunities for professional growth through talent development programs.
  • Collaborate with a global team and share experiences through #InsideFlywire.
Full Job Description
Job Description

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.
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


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.

#LI-Hybrid

About Flywire

Flywire is a financial technology company that provides payment solutions for businesses and institutions. The company was founded in 2009 and is headquartered in Boston, Massachusetts. Flywire's platform allows businesses to accept payments from customers around the world, with support for over 240 countries and 150 currencies. The company's solutions are used by a variety of industries, including education, healthcare, travel, and technology. Flywire has raised over $300 million in funding and has been recognized as one of the fastest-growing companies in the United States.
Learn more about Flywire
Size
500 employees
Market Cap
$2.4 billion
Industry
Founded
2009

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