Flywire
Fintech & PaymentsDirect SmartRecruiters career site

Software Engineer II

Pay
$110,000 – $120,000 per year
Location
Chicago, IL
Job type
Full-time
Level
Mid-level
Experience
3+ years
Listed
30 days ago

Skills & highlights for this role

  • Java
  • MySQL
  • JUnit 5
  • Mockito
  • AssertJ

Also useful

  • Spring Core
  • Spring MVC
  • Spring Batch
  • Hibernate
  • HTML
  • CSS
  • JavaScript
  • JSP

The Opportunity

We, at Flywire, are looking for a Software Engineer 2. As a Software Engineer 2, you will be a contributor to our billing and payments product that supports the money movement of hundreds of millions for colleges and universities.

This is a full-stack role that requires a blend of technical proficiency and the ability to navigate a variety of client requirements. You will be expected to work closely with our US based software engineering and product teams while maintaining a collaborative presence with other teams across the globe. We are looking for an engineer who balances a pragmatic design approach with a commitment to building quality, secure, and scalable products.

Key Responsibilities

  • Feature Development: Design, build, and maintain high-quality, testable, and maintainable code within our billing and payments system.
  • AI-Leveraged Exploration: Uses AI tools as a force multiplier — for code exploration, test scaffolding, rubber-ducking and assisting in producing production-quality code.
  • Quality & Security: Ensure that security, quality, scaling, and performance are never sacrificed for speed.
  • Stakeholder Engagement: Communicate effectively across engineering and product teams.
  • Collaborative Problem Solving: Participate in solutioning meetings, comfortably debating the pros and cons without ego.

Technical Requirements

  • Java Proficiency: Professional experience in Java development is a must.
  • Database Knowledge: Understanding of relational databases (MySQL)
  • Core Stack (Nice to Have): Experience with Spring Core, Spring MVC, Spring Batch and Hibernate.
  • Front-End Skills: Familiarity with HTML, CSS, JavaScript, and JSP (Java Server Pages).
  • Modern Workflow: You must be comfortable using AI-assisted development tools to enhance productivity and writing comprehensive test cases for all new code using JUnit 5 + Mockito + AssertJ.

Your Professional Profile

  • Self-Reliant & Proactive: You are a "figure-it-out" engineer who takes ownership of tasks but knows when to approach leadership with well-formed, insightful questions.
  • Adaptable: You have the aptitude to learn new systems or legacy codebases quickly and can manage your own time effectively to meet deadlines.
  • Global Collaborator: You enjoy working with diverse teams across different time zones and possess outstanding verbal and written communication skills.

Qualifications

  • 3-6 years of professional experience in application development.
  • Proven track record as a Java Developer in a production environment.
  • Experience in FinTech or Higher Education sectors is appreciated.
  • Familiarity with student billing / tuition workflows is a plus.
  • Ability to deliver high-quality code and adapt to a fast-paced, evolving environment.
  • Additional Information: 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.

Pay and benefits

The US base salary range for this full-time position is $110,000-$120,000 plus 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. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

#LI-Hybrid

About the Company

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 5,300 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.

With over 1,400+ global FlyMates, representing more than 40 nationalities, and in 15 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

Read the original posting

From Flywire's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Software Engineer II role at Flywire, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

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Common questions

What is the salary for the Software Engineer II role at Flywire?

The Software Engineer II posting at Flywire states compensation of $110,000 – $120,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Flywire's official career site.

Where is the Software Engineer II job at Flywire located?

This Software Engineer II position at Flywire is located in Chicago, IL. Always check Flywire's application page for specific state eligibility or relocation policies.

What qualifications are required for Software Engineer II at Flywire?

For the Software Engineer II role, Flywire highlights 3+ years of relevant experience; experience with Java, MySQL, JUnit 5, Mockito, AssertJ. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Software Engineer II position at Flywire?

This listing links directly to Flywire's SmartRecruiters application page. You can apply directly on Flywire's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the SmartRecruiters application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.