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About the Role

Flywire is seeking a Senior Director, B2B Engineering to lead and scale its B2B engineering organization across the Americas. This critical leadership role focuses on engineering strategy, payments innovation, AI-first product development, and site leadership, owning the technology strategy and execution for Flywire’s B2B business. The role also serves as the engineering site lead for Austin, aiming to establish it as a strategic engineering hub.

Responsibilities

Lead Flywire’s B2B engineering organization, owning technical strategy, delivery, architecture, execution, and long-term scalability.
Partner with the CTO, Product, B2B business leaders, and cross-functional stakeholders to define and deliver the technology roadmap for Flywire’s B2B business.
Build and scale a high-performing internal engineering team, reducing dependency on external contractors and strengthening Flywire’s internal IP, technical depth, and operating leverage.
Serve as the Americas engineering site lead, helping establish Austin as a strategic technology hub and creating the foundation for future engineering growth.
Drive an AI-first engineering mindset, identifying opportunities to leverage AI to improve product capabilities, engineering productivity, automation, customer experience, and platform intelligence.
Bring strong technical leadership across payments, high-volume transaction processing, enterprise integrations, financial workflows, reliability, security, and scalable platform design.
Establish engineering standards, operating rhythms, accountability, and delivery discipline across the B2B engineering function.
Partner closely with Architecture, Security, Infrastructure, Data, Product, and Commercial teams to ensure the B2B platform is scalable, secure, maintainable, and aligned to Flywire’s broader technology strategy.
Recruit, mentor, and develop senior engineering leaders and technical talent, creating a culture of ownership, urgency, collaboration, and high performance.
Represent B2B engineering in executive-level discussions, providing clear communication on priorities, risks, tradeoffs, delivery timelines, and investment needs.
Help shape Flywire’s technical brand in Austin and the broader Americas market.

Requirements

15+ years of software engineering experience, including significant leadership experience at Director, Senior Director, or equivalent level.
Proven experience leading engineering teams in payments, fintech, B2B software, high-volume transaction systems, marketplaces, financial platforms, or enterprise SaaS.
Strong technical depth in modern backend systems, distributed architecture, APIs, integrations, cloud platforms, reliability, security, and scalable platform design.
Demonstrated success building or transforming engineering organizations, managing external vendors and driving high performance driven engineering culture.
Experience partnering directly with business, product, and executive stakeholders to define technology strategy and deliver business-critical outcomes.
Strong understanding of payment flows, financial systems, transaction processing, reconciliation, compliance, risk, or related fintech infrastructure.
AI-forward mindset, with practical experience applying AI, automation, or data-driven capabilities to improve product and engineering outcomes.
Experience building engineering culture in a hub or site leadership capacity strongly preferred.
Ability to operate with executive presence, influence senior stakeholders, and navigate complex organizational dynamics.
Strong talent magnet with the ability to attract, assess, hire, coach, and retain exceptional engineering talent.
Excellent communication skills, with the ability to simplify complex technical topics for technical and non-technical audiences.

Skills

Payments
High-volume transaction systems
Enterprise B2B platforms
Modern engineering practices
Technical strategy
AI-first product development
Backend systems
Distributed architecture
APIs
Integrations
Cloud platforms
Reliability
Security
Scalable platform design
Payment flows
Financial systems
Transaction processing
Reconciliation
Compliance
Risk management
Fintech infrastructure
AI
Automation
Data-driven capabilities

Location

Austin, Texas
Chicago

Work Type

Hybrid

Experience Level

Senior Director
Director
15+ years of software engineering experience

Salary/Compensations

$250,000 - $350,000

About the Company

Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education.
We’ve since scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world.
Today we support more than 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.
With over 1,200 global FlyMates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

Equal Opportunity

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.