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Security Engineer II (Defensive Operations)

Flywire


Job Location:

Boston, NH - USA

Monthly Salary: Not provided by the employer
Posted: 23 September 2026 (11 hours ago)
Application Deadline: 21 December 2026
Vacancies: 1 Vacancy

Department:

Security

Job Summary

At Flywire we are looking for a Security Engineer II to join our global Security Engineering this role you will serve as a technical authority owning secure software design cloud-native infrastructure defense offensive penetration testing and real-time incident detection across Flywires global footprint. You will combine a breaker mindset with a builders engineering empathy operating fluidly across the entire product and infrastructure security lifecycle.

This role demands an automation-first approach embedded within a high-velocity fintech ecosystem. You will actively partner with software engineering and SRE squads to integrate security controls directly into our public cloud and GitLab CI/CD pipelines using AI workflows. Simultaneously you will serve as an operational responder for threat detection engineering red team penetration testing and live incident containment.

Key Responsibilities:

  • Secure SDLC & CI/CD Automation: Own design and drive the end-to-end integration of automated technical security requirements and validation tools into high-velocity engineering pipelines. Build custom internal tooling wrappers and automated controls to maximize development velocity without friction.

  • SRE & Cloud Infrastructure Hardening: Partner directly with SRE and DevOps teams to establish secure cloud architecture blueprints manage Infrastructure-as-Code (IaC) security scans (Terraform) and enforce Zero Trust boundaries in containerized environments (Docker/Kubernetes).

  • AI-Driven Security & Governance: Design and deploy automated security review workflows using LLM APIs (e.g. Claude). Establish controls to protect generative AI features against prompt injection insecure output handling model inversion and data poisoning.

  • Offensive Penetration Testing & Red Teaming: Adopt an attackers mindset to discover logic flaws perform exploit research and emulate zero-day adversarial behavior across financial platforms through manual source code audits API exploitation and cloud penetration testing.

  • Incident Response & Threat Detection: Lead technical containment forensic collection and rapid threat eradication during active security incidents. Design and deploy high-fidelity detection rules and automated alert workflows within the SIEM environment.

  • Cross-Functional Collaboration & Mentorship: Embed within software development and infrastructure sprint planning from inception to ensure security is built-in from day one. Provide actionable code modifications and mentor junior engineers.


Qualifications :

Basic Qualifications:

  • Education: Bachelors degree in Computer Science Cyber Security Software Engineering or a related technical discipline (or equivalent experience).

  • Experience: 3 years of progressive engineering experience moving fluidly between Application Security Cloud Architecture Defense and Active Security Operations (SecOps/Incident Response/Penetration Testing).

  • Advanced Exploitation & Defense: Proven track record of independently performing deep manual penetration testing web application exploitation and incident containment without relying solely on commercial automated scanners.

  • Cloud & DevOps Stack: Strong practical knowledge of AWS or public cloud topologies containerization (Docker Kubernetes) network security and building/maintaining GitLab CI pipelines.

  • Programming Languages: Foundational proficiency with modern web development frameworks and programming languages including Python Ruby on Rails Java or .

  • AI & Security Domains: Solid understanding of the OWASP Top 10 for LLMs framework applied cryptography cloud network isolation and federated authentication architectures (OAuth2 SAML OIDC Zero Trust IAM).

  • SecOps & Forensics: Working proficiency with modern EDR platforms SIEM systems network packet analysis (PCAP) threat intelligence frameworks (MITRE ATT&CK) and forensic collection tools.

  • Compliance: Practical experience aligning technical software and infrastructure controls with standards like PCI-DSS (v4.0) SOC 1 SOC 2 or DORA.

Preferred Qualifications / Certifications:

  • Offensive/Red Team: OSCP OSCE or SANS GXPN.

  • Cloud & Architecture: AWS Certified Security - Specialty CKS (Certified Kubernetes Security Specialist) or CISSP.

  • Incident Response: GCIH GCFA or specialized Blue Team certifications.

  • AI Security: OffSec OSAI.


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.

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.

The US base salary range for this full-time position is $99000 - 120000 and 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. 

#LI-Hybrid


Remote Work :

No


Employment Type :

Full-time


About Company

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Flywire is a global payments enablement and software company, delivering high-stakes, high-value payments across the global education, healthcare, travel and B2B industries. Today, we’ve digitized payments for more than 4,000+ global clients in more than 140 currencies across 240 cou ... View more

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