Security Engineer II: Defensive Ops & AI Security

Flywire; Boston, Northern (MA, KY); Hybrid; USD 99,000 - 120,000; Full time

Job summary

Flywire is seeking a Security Engineer II to join its global Security Engineering team. You will own secure software design, cloud-native defense, red-team testing, and real-time incident detection across Flywire’s fintech footprint.

The role emphasizes an automation-first approach, integrating security into GitLab CI/CD pipelines, and partnering with SREs and software engineers to harden cloud infrastructure. We value rigorous security testing and threat containment across regions.

Qualifications

• Bachelor’s degree in Computer Science, Cyber Security, Software Engineering, or a related technical discipline (or equivalent experience).
• 3+ years of progressive engineering experience moving fluidly between Application Security, Cloud Architecture Defense, and Active Security Operations (SecOps/Incident Response/Penetration Testing).
• Strong practical knowledge of AWS or public cloud topologies, containerization (Docker, Kubernetes), network security, and building/maintaining GitLab CI pipelines.
• Proven offensive/defensive security skills including deep manual penetration testing, web app exploitation, and incident containment.

Responsibilities

• Secure SDLC & CI/CD Automation: Integrate automated security requirements into engineering pipelines and build internal tooling.
• SRE & Cloud Infrastructure Hardening: Define secure cloud architectures and enforce Zero Trust in containerized environments.
• AI-Driven Security & Governance: Design automated security review workflows and protect AI features from threats.
• Offensive Penetration Testing & Red Teaming: Conduct manual testing, API exploitation, and cloud penetration testing.
• Incident Response & Threat Detection: Lead containment and develop high-fidelity detection rules in SIEM.
• Cross-Functional Collaboration & Mentorship: Work with development teams and mentor junior engineers.
• Compliance: Align controls with PCI-DSS, SOC 1/2, or DORA.
• Preferred Qualifications / Certifications: OSCP/OSCE, AWS Certified Security - Specialty, CISSP, CK S.

Skills

Python

Ruby on Rails

Java

Node.js

Education

Bachelor's degree in Computer Science or related field

Tools

AWS

Docker

Kubernetes

Job description

Flywire is seeking a Security Engineer II to join its global Security Engineering team. You will own secure software design, cloud-native defense, red-team testing, and real-time incident detection across Flywire’s fintech footprint.

The role emphasizes an automation-first approach, integrating security into GitLab CI/CD pipelines, and partnering with SREs and software engineers to harden cloud infrastructure. We value rigorous security testing and threat containment across regions.