Senior Product Manager (People Systems)

We, at Flywire, are looking for an experienced Sr Product Manager with a focus on internal Human Capital Management (HCM) systems, such as Workday, ideally with a background in FinTech

At this advanced career level, you will lead complex product initiatives across our enterprise systems portfolio, driving strategic outcomes and mentoring team members

You will own significant platform areas, partner directly with senior business leaders, and ensure that our enterprise systems continuously evolve to support Flywire’s growth and competitive position

This role demands deep technical knowledge, executive presence, and the ability to influence across the organization

Define, own, and execute the product strategy and multi-year roadmap for significant enterprise system areas, aligning with company-wide objectives

Partner directly with senior business leaders and executives to identify and prioritize high-value technology investments

Translate complex, ambiguous business challenges into well-defined product requirements and actionable engineering plans

Lead cross-functional teams through the full product development lifecycle, from discovery and design through launch and continuous improvement

Establish and govern product metrics frameworks, using data and analytics to drive informed decision-making and demonstrate business value

Drive platform architecture discussions, influencing technical decisions to ensure scalability, security, and long-term sustainability

Champion Agile best practices and lead the adoption of product management methodologies across teams

Manage and mentor junior and mid-level Product Managers, providing coaching, feedback, and development opportunities

Represent product management in enterprise architecture reviews and governance forums

Build and maintain strong relationships with key vendors, evaluating platform capabilities and negotiating roadmap commitments- Deep understanding of enterprise platform ecosystems (e.g., Salesforce, Workday, integration platforms)

Proven ability to influence without authority and drive alignment across diverse stakeholder groups

Analytical mindset with strong skills in data analysis, modeling, and business case development

Strong executive communication skills with experience presenting to senior leadership and C-suite stakeholders

Demonstrated success leading high-impact, cross-functional product initiatives from strategy to delivery

5+ years of experience in product management with a focus on enterprise technology systems

Bachelor’s degree in Information Systems, Business, or a related field

Experience managing indirect team members and mentoring product professionals

Experience with Agile at scale and guiding teams on product best practices

Familiarity with AI/ML, agentic AI, or advanced automation within enterprise platforms

Product management certifications (CSPO, SAFe, or equivalent)

Experience managing product portfolios spanning multiple geographies

Experience in FinTech, payments, or global B2B platforms