Software Engineer II

Posted 46 Minutes Ago
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Chicago, IL, USA
Hybrid
110K-130K Annually
Mid level
Fintech • Payments • Software
Delivering the most important and complex payments.
The Role
Develop and maintain secure, scalable, testable features for Flywire’s billing and payments platform. This full-stack role involves Java application development, relational database work, automated testing, quality and performance assurance, and collaboration with engineering and product teams across global time zones. The engineer will also use AI-assisted development tools, navigate legacy systems, communicate with stakeholders, and contribute to solution design and problem-solving.
Summary Generated by Built In
Company Description

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.

Job Description

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.

Qualifications

Here's What We're Looking For:

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.

The US base salary range for this full-time position is $110,000-$130,000 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.

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.

#LI-Hybrid

Skills Required

  • Professional experience developing applications with Java
  • Understanding of relational databases, specifically MySQL
  • Familiarity with HTML, CSS, JavaScript, and JSP
  • Comfort using AI-assisted development tools
  • Ability to write comprehensive tests using JUnit 5, Mockito, and AssertJ
  • 3-6 years of professional application development experience
  • Proven experience as a Java Developer in a production environment
  • Experience with Spring Core, Spring MVC, Spring Batch, and Hibernate
  • Experience in FinTech or higher education
  • Familiarity with student billing or tuition workflows
  • Strong verbal and written communication skills
  • Ability to work independently, adapt quickly, and manage time effectively

What the Team is Saying

Emma
Allison MacLeod
Annie
Maicol
Ilona
Chinwe
Lucy
Jarrod

Flywire Compensation & Benefits Highlights

  • Leave & Time Off Breadth Generous PTO, company-wide Digital Disconnect Days, and additional Fly Better Days for volunteering are highlighted, alongside paid holidays. These programs encourage unplugging and support work–life balance.
  • Equity Value & Accessibility Roles commonly include Restricted Stock Units, and an employee stock purchase plan is referenced in corporate filings, positioning employees as owners. Equity is presented as a meaningful part of total rewards beyond base pay.
  • Healthcare Strength Employer-verified benefits include medical, dental, vision, mental-health support, and FSA/HSA options, with notes of strong employer cost-sharing and relatively low U.S. premiums. This combination indicates robust core coverage.

Flywire Insights

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The Company
HQ: Boston, MA
1,200 Employees
Year Founded: 2011

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.

Typical time on-site: Flexible
HQFlywire US HQ
Japan
Canada
Lithuania
Australia
Brisbane, AU
Chicago, IL
Cluj-Napoca, RO
Flywire UK
New Delhi, IN
Pune, IN
Flywire Singapore
Tel Aviv-Yafo, IL
Flywire Spain
Learn more

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