Senior People Systems & Reporting Specialist (Workday)

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!

Who we are:

Flywire is a global payments enablement and software company, founded a decade ago to solve high-stakes, high-value payments in education, using modern technology.

Today, we’ve digitized payments for more than 3,300+ global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 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 People Systems & Reporting Specialist (Workday) will be a strategic individual contributor responsible for the design, implementation, and optimization of People Operations (HR) technology and reporting capabilities. This role requires a blend of technical expertise, analytical skills, and a deep understanding of HR best practices and the employee lifecycle. Data insights will be leveraged by the successful candidate to drive impactful People Operations initiatives, enhance the employee experience, and align our People strategies with our overall business objectives.

Responsibilities

HR Technology Expertise:

• Lead the implementation and optimization of our investment in the Workday technology.
• Partner with IT, Finance, Legal and our own People Team to ensure a seamless integration coupled with data integrity across all HR systems and platforms.
• Ensure Workday is set up for the best experience for our candidates, employees, managers, leaders and people teams.

Data Analytics & Reporting:

• Establish and maintain robust HR data analytics and reporting frameworks, providing insights into key HR metrics and trends.
• Design and deliver dashboards, reports, and presentations to inform HR and business leaders on workforce performance, engagement, retention, and other key People Operations indicators.
• Leverage predictive analytics to forecast workforce needs, identify potential risks (e.g., employee turnover), and inform proactive HR strategies.

Operational Excellence & Compliance:

• Optimize and streamline People Operations processes and workflows, leveraging automation and technology to improve efficiency and reduce administrative burden.
• Ensure data accuracy and compliance with relevant labor laws and regulations across all HR systems and reporting.
• Experience in designing, implementing, and maintaining robust internal controls over HR-related financial processes to ensure SOX compliance.
• Proven track record in safeguarding sensitive employee data and ensuring compliance with data privacy and security regulations relevant to SOC 2, SOX, GDPR, CCPA, CPRA amongst others.

Indirect Leadership & Development:

• Promote a data-driven mindset within the People Operations team and across the entire People Team, empowering individuals to leverage data and technology to enhance their work and impact.
• Cross-functional Collaboration:
• Partner closely with leaders across the organization (IT, Finance, Legal, Marketing, Engineering) to ensure People Operations initiatives are aligned with overall business goals and objectives.
• Collaborate with internal and external stakeholders to ensure smooth operations and optimal utilization of our Workday technology solutions.
  
  
  
  

Here’s What We’re Looking For:

• Bachelor's degree in Human Resources, Business Administration, Computer Science, or a related field (Master's degree preferred).
• 8+ years of progressive experience in HR/People Operations, with at least 5 years in a role focused on HR systems and reporting.
• Proven experience in leading the implementation and optimization of HRIS platforms (Workday strongly desired).
• Deep understanding of HR data analytics and reporting best practices, including experience with data visualization tools (Prism, Tableau, Power BI).
• Strong program and project management skills, with a track record of successfully delivering complex HR technology initiatives.
• Excellent communication, leadership, and interpersonal skills, with the ability to influence and build relationships at all levels of the organization.
• Solid understanding of HR policies, compliance, and employment law (multi-state or global experience preferred).
• Experience with AI and machine learning applications in HR is a plus.

Join our team and be a part of shaping the future of People Operations at Flywire!

What We Offer:

• Competitive compensation, including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
• Work with brilliant people that will keep you on your toes, learn more about their journeys by checking out #InsideFlywire on social media
• Dynamic & Global Team (we have been collaborating virtually for years!)
• Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
• Be a meaningful part in our success - every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and
• Digital Disconnect Days!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

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 $90,000 - $150,000 plus restricted stock units 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. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

Flywire is an equal opportunity employer.