Senior Product Manager, People Systems

Flywire1; Boston (MA); On-site; USD 142,000 - 177,000; Full time

Benefits offered by this job

Employee Stock Purchase Plan (ESPP)

Competitive compensation

Benefits package

Job summary

Flywire seeks an experienced Senior Product Manager focused on internal HCM systems and enterprise platforms to own multi-year roadmaps and mentor teams. You will partner with senior leaders to drive strategic outcomes across the FinTech landscape.

This role requires deep technical knowledge, executive presence, and proven ability to influence without authority. The US base salary ranges from $142,000 to $177,000 plus equity and benefits.

Qualifications

• 5+ years in product management for enterprise technology systems.
• Experience leading high-impact cross-functional product initiatives from strategy to delivery.
• Deep understanding of enterprise platform ecosystems (Salesforce, Workday, integration platforms).

Responsibilities

• Define, own, and execute the product strategy and multi-year roadmap for significant enterprise system areas.
• Partner with senior business leaders and executives to identify and prioritize high-value technology investments.
• Translate complex business challenges into well-defined product requirements and engineering plans.
• Lead cross-functional teams through the full product development lifecycle from discovery to launch.
• Establish and govern product metrics frameworks using data to drive business value.
• Drive platform architecture discussions to ensure scalability and security.
• Champion Agile best practices and guide product management maturity across teams.
• Mentor junior and mid-level Product Managers and provide development opportunities.
• Represent product management in enterprise architecture reviews and governance forums.
• Build and maintain relationships with key vendors and negotiate roadmap commitments.

Skills

Enterprise product management

Agile at scale

Cross-functional leadership

Data analytics

Mentoring

Executive communication

Workday/FinTech familiarity

Education

Bachelor's degree in Information Systems, Business, or related field

Tools

Workday

Salesforce

Integration platforms

Job description

The Opportunity

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.

Key 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.

Here’s What We’re Looking For

• Bachelor's degree in Information Systems, Business, or a related field.
• 5+ 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.

Preferred Qualifications

• 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).

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
• 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)

The US base salary range for this full-time position is $142,000-$177,000 plus equity 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.

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.