Senior Product Manager, HCM

Flywire • Boston, MA

1d • $142,000 - $170,000 • Hybrid

About The Position

We, at Flywire, are looking for an experienced Sr. Product Manager I with a focus on internal Human Capital Management (HCM) systems, 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.

Requirements

• Bachelor's degree in Information Systems, Business, or a related field.
• 8+ years of experience in product management with a focus on enterprise technology systems.
• Demonstrated success leading high-impact, cross-functional product initiatives from strategy to delivery.
• Deep understanding of enterprise platform ecosystems (e.g., Salesforce, Workday, integration platforms).
• Strong executive communication skills with experience presenting to senior leadership and C-suite stakeholders.
• Proven ability to influence without authority and drive alignment across diverse stakeholder groups.
• Experience with Agile at scale and guiding teams on product best practices.
• Analytical mindset with strong skills in data analysis, modeling, and business case development.
• Experience managing indirect team members and mentoring product professionals.

Nice To Haves

• Experience in FinTech, payments, or global B2B platforms.
• Experience managing product portfolios spanning multiple geographies.
• Familiarity with AI/ML, agentic AI, or advanced automation within enterprise platforms.
• Product management certifications (CSPO, SAFe, or equivalent).

Responsibilities

• 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.

Benefits

• Competitive compensation
• Employee Stock Purchase Plan (ESPP)
• Competitive time off, including Digital Disconnect and FlyBetter Days to volunteer in a cause you believe in.
• Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers, OneFlywire Career Mobility)

What This Job Offers

• Job Type: Full-time
• Career Level: Senior