Most Loved Workplace® Certified Job

Senior Director, Head of Enterprise Architecture

Most Loved Workplace® Certified Job

92% of candidates apply because they are a Most Loved Workplace®

Chicago, IL

Full-time

About the Role

At Flywire, a Most Loved Workplace® certified employer in the Fintech space.

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.

Want to learn more about what it's like to work at Flywire? View our full profile.

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Why This Is a Most Loved Workplace® Certified Job

Certified for: Most Loved Workplace Most Loved Workplaces® 2026, Most Loved Workplace Most Loved Workplaces® 2023

Frequently Asked Questions About Working at Flywire

Common questions candidates ask about this role and Flywire's workplace

Flywire (Nasdaq: FLYW) is a global payments enablement and software company. Flywire combines its proprietary global payments network, next-gen payments platform and vertical-specific software to deliver the most important and complex payments for clients and their customers. Flywire leverages its vertical-specific software and payments technology to deeply embed within the existing A/R workflows for its clients across the education, healthcare and travel vertical markets, as well as in key B2B industries. Flywire also integrates with leading ERP systems, so organizations can optimize the payment experience for their customers while eliminating operational challenges. Flywire supports 3,300 + clients with diverse payment methods in more than 140 currencies across 240 countries and territories around the world. The company is headquartered in Boston, MA, USA with global offices.

Please review the specific job listing or contact Flywire's recruiting team for details on remote or hybrid work options for this role.

Salary information may vary by role and location. Please check the specific job listing or discuss compensation during the interview process.

Flywire is an established organization in its industry. The company is a certified Most Loved Workplace®, highlighting a strong, positive culture and committed workforce.

Flywire offers competitive benefits to support employee well-being. You can view more details on their CertCheck profile.

Working at Flywire involves collaborating with a dedicated team in a dynamic environment.

As an organization recognized for its culture, Flywire values respect, inclusivity, and a positive environment for all employees.

They have earned Most Loved Workplace® certifications including: Most Loved Workplace Most Loved Workplaces® 2026 and Most Loved Workplace Most Loved Workplaces® 2023.

Flywire currently has 11 open positions. You can view all current openings at certcheck.mostlovedworkplace.com/companies/flywire/jobs.

The interview process typically involves an initial recruiter screen followed by team interviews. Please contact Flywire's recruiting team for specific details on this role's process.