Senior Security Engineer (Offensive)

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. We’ve 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 1,400+ 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 Summary

As a Senior Security Engineer on the Active Operational Defender track you will act as a core operational lead for threat detection, penetration testing and incident containment across Flywire's global footprint. You will combine an aggressive attacker's mindset with the analytical rigour needed to build high fidelity detection engineering, serving as a primary responder when live incidents put our global payment networks at risk.

Responsibilities and Tasks:

1. Offensive Penetration Testing & Red Teaming

Personally adopt an attacker's mindset to uncover complex logic flaws, carry out exploit research and emulate adversarial behaviour across financial platforms and product architectures.

Run full spectrum manual security reviews that go beyond automated scanning, including source code audits, API exploitation and cloud configuration penetration testing.

Where in scope, extend adversarial testing to internal and external AI features, probing for prompt injection and other LLM specific weaknesses.

2. Threat Detection Engineering & SIEM

Design, build and deploy high fidelity detection rules, behavioural analytics and automated alert workflows within the enterprise SIEM to catch anomalous activity at scale.

Partner with SecOps to continuously tune detection coverage against the current threat landscape, referencing frameworks such as MITRE ATT&CK.

3. Incident Response & Forensics

Lead technical containment, forensic collection and rapid threat eradication during active, critical security incidents.

Orchestrate post incident root cause analysis and translate findings into concrete engineering and detection improvements.

4. Cross Functional Collaboration & Technical Mentorship

Embed within security operations and engineering planning to ensure detection and response capability keeps pace with the platform.

Provide expert level guidance on exploit chains and incident findings to engineering and leadership stakeholders.

Mentor junior security engineers on offensive tooling, detection engineering and incident response practice.

What We Offer:

Competitive compensation

Employee Stock Purchase Plan (ESPP)

Competitive time off

Work with brilliant people globally Learn more about their journeys by checking out #InsideFlywire on social media

Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates

Be a meaningful part in our success - every FlyMate makes an impact

Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers, OneFlywire Career Mobility)

Submit today and get started!

We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any 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.

Why work here?

At Flywire, curiosity, meaningful growth, impact, and connection shape everything we do. Our people are trusted, humble, smart, and committed to raising the bar. If you are energized by challenging work, thoughtful collaboration, and building solutions that help the world move money seamlessly, you’ll feel at home here.

About Us

Our work experience is the combination of everything that is unique about us: our culture, our core values, our sustainability commitments, our recognition programs, and most importantly, our people. We act with integrity, choose to do the right thing, support each other, and thrive as one global team.