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 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 4,800 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.
The Opportunity:
Flywire is seeking a Head of Architecture to serve as the strategic technical partner to the Chief Technology Officer and lead the evolution of Flywire’s enterprise architecture. This leader will define the long-term architecture strategy for our global payments platform while ensuring our technology ecosystem scales with Flywire’s continued growth.
This role will be responsible for establishing architecture standards, guiding major platform decisions, and driving evolution and modernization across Flywire’s technology stack. The Head of Architecture will partner closely with engineering leadership, product teams, and infrastructure teams to ensure alignment of direction, goals and roadmaps.
The ideal candidate is a highly experienced enterprise architect who has built and scaled global platforms in complex distributed environments and thrives operating at the intersection of technology strategy and engineering execution. The head of Architecture is first and foremost passionate about Technology, leads with AI first mindset, detailed oriented and hands on when required.
Key Responsibilities:
Enterprise Architecture Leadership:
- Define and maintain the enterprise architecture strategy for Flywire’s global payments platform and software solutions.
- Establish architecture standards across application, platform, data, and infrastructure layers.
- Drive architectural alignment, foster a culture of technical excellence and architectural discipline across engineering teams operating globally.
- Build and mentor a small team of domain and platform architects.
Technology Governance:
- Lead initiatives to modernize and rationalize different legacy systems and evolve Flywire’s common platform architecture.
- Guide the adoption of modern architecture patterns including microservices, cloud-native infrastructure, and distributed systems.
- Establish architecture governance frameworks including architecture review boards and design standards.
- Ensure architectural decisions support long-term scalability, security, and compliance requirements while containing or reducing technical debt.
Strategic Technology Leadership:
- Serve as a strategic advisor to the CTO on technology investment decisions and platform evolution.
- Evaluate emerging technologies and guide adoption of innovations that improve engineering velocity and platform capabilities.
- Lead technical due diligence process during M&A and strategic partnership initiatives.
Cross-Functional Collaboration:
- Partner closely with engineering, product, infrastructure, and security teams to ensure architectural alignment across initiatives.
- Work with global engineering teams across multiple regions to drive consistent architecture standards
Here’s What We’re Looking For:
- 15+ years of experience in software engineering and architecture leadership roles.
- Proven experience as an Enterprise Architect, Chief Architect, or Distinguished Engineer in large-scale technology environments.
- Deep expertise designing highly scalable distributed systems and cloud-native architectures.
- Experience building architecture strategies for global platforms handling high-volume transaction workloads.
- Strong background in microservices architectures, APIs, and event-driven systems.
- Experience operating in complex regulated industries such as fintech, payments, or financial services.
- Demonstrated ability to influence engineering organizations and drive architectural standards across distributed teams.
- Strong collaboration skills with the ability to partner across engineering, product, and executive leadership.
- Strong communication skills with the ability to represent and advocate Technology matters across the company and including C suite.
- Experience leading architecture initiatives within global engineering organizations.
- Open to Chicago, IL or Austin, TX
Submit today and get started!
We are excited to get to know you! Throughout our process you can expect to meet different FlyMates including the Hiring Manager and other Flymates. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for questions.
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.
The US base salary range for this full-time position is $245,000-$295,000 plus bonus, 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.
#LI-Hybrid
Skills Required
- 15+ years of experience in software engineering and architecture leadership roles
- Proven experience as an Enterprise Architect, Chief Architect, or Distinguished Engineer in large-scale environments
- Deep expertise designing highly scalable distributed systems and cloud-native architectures
- Experience building architecture strategies for global platforms handling high-volume transaction workloads
- Strong background in microservices architectures, APIs, and event-driven systems
- Experience operating in complex regulated industries such as fintech, payments, or financial services
- Demonstrated ability to influence engineering organizations and drive architectural standards across distributed teams
- Strong collaboration and communication skills, including ability to advise C-suite
- Experience leading architecture initiatives within global engineering organizations and building/mentoring architecture teams
- AI-first mindset and passion for technology, detail orientation, and hands-on capability when required
- Willingness to work in Chicago, IL or Austin, TX (hybrid)
Flywire Compensation & Benefits Highlights
How does Flywire ensure its pay and bonus plans are competitive?
Flywire takes a total rewards approach that combines competitive base pay with performance bonuses, equity ownership and comprehensive benefits designed to attract, reward and retain talent in the global technology market. The company emphasizes pay-for-performance, aligning compensation with both individual contributions and company performance while providing employees with opportunities to share in Flywire's long-term growth through equity awards. In addition to financial rewards, Flywire complements its compensation programs with benefits that support employees' wellbeing, flexibility and career development.
- Competitive total rewards beyond salary: Flywire complements its compensation with a broad package of benefits designed to enhance employees' overall financial wellbeing. Eligible employees may receive company equity, performance bonuses, 401(k) matching, life and disability insurance, comprehensive medical, dental and vision coverage, flexible spending accounts, generous paid parental leave, and mental health benefits. This holistic approach helps ensure employees are rewarded beyond their base salary.
- Performance-based rewards aligned with company success: Flywire's compensation philosophy is built around rewarding performance. The company uses annual performance bonuses tied to corporate and individual performance, ensuring employees are recognized for both personal contributions and the organization's overall results. For eligible employees, equity awards provide an additional long-term incentive by allowing them to participate in the company's continued growth, reinforcing a strong connection between employee success and company performance. Flywire also regularly benchmarks its compensation against the competitive global technology market to help attract and retain top talent.
- Career growth supports long-term earning potential: Flywire invests in employees' long-term success through internal mobility, mentoring, customized development tracks, industry certifications, Lunch & Learns and continuing education opportunities. By helping employees develop new skills and advance into larger roles as the business grows, the company supports career progression alongside competitive compensation. One employee described Flywire as an environment where employees can "unlock your potential through on-the-job training, mentoring and development workshops."
- External signals:
- Compensation satisfaction: Employees give Flywire positive ratings for compensation and benefits, reflecting favorable perceptions of the company's overall rewards package. (Glassdoor)
- Award-winning employee experience: Flywire has been recognized as one of the Fortune Best Workplaces in Financial Services & Insurance, reflecting its overall employee experience, including rewards, benefits and workplace support. (Fortune; Great Place To Work)
Bottom line: Flywire keeps its pay and bonus plans competitive by combining market-based compensation with performance bonuses, equity ownership and comprehensive benefits that reward both short-term contributions and long-term success. Together with strong career development opportunities and flexible workplace programs, its total rewards strategy is designed to help employees grow financially and professionally as the company continues to expand globally.
Flywire Insights
What We Do
Flywire is a global payments enablement and software company. We combine our proprietary global payments network, next-gen payments platform and vertical-specific software to deliver the most important and complex payments for our clients and their customers.
Why Work With Us
Global collaboration is at the heart of what we do at Flywire. We’re excited to watch our unique culture evolve with each new FlyMate; it's our differences as individuals that make us stronger as a team. With over 30 nationalities across 11 countries, we believe our FlyMates are our greatest asset.
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Flywire Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We are a remote first company, with 14 beautiful offices around the globe! There is no requirement to go into the office, however the option is there if that's what you prefer. At Flywire, we want you to chose what's best for your lifestyle.















