Security Engineer II (Defensive Operations)

Flywire
Boston
Workplace: HybridFull timeUSD 99,000 - 120,000 annuallyFunction: CybersecurityExperience: 3+ yearsEducation: bachelorsSkills: ["Cross-functional collaboration","Mentorship","Automation-first mindset"]

Own secure software design and cloud infrastructure defense across Flywire’s global payments platform. Integrate security requirements into cloud and GitLab CI/CD pipelines with an automation-first approach, including IaC scanning and Zero Trust controls. Drive AI-driven security governance for LLM features, perform offensive red-team testing, and lead incident containment with high-fidelity SIEM detections while partnering with SRE and software teams.

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Flywire
Flywire
1 day ago

Security Engineer II (Defensive Operations)

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Source: Company careers pageValidated by: Fursa AI
Last checked: 13 hours agoStatus: Live

Job Summary

Own secure software design and cloud infrastructure defense across Flywire’s global payments platform. Integrate security requirements into cloud and GitLab CI/CD pipelines with an automation-first approach, including IaC scanning and Zero Trust controls. Drive AI-driven security governance for LLM features, perform offensive red-team testing, and lead incident containment with high-fidelity SIEM detections while partnering with SRE and software teams.
Location: Boston
Workplace: Hybrid
Employment Type: Full time
Job Function: Cybersecurity
Seniority: Mid level

Key Responsibilities

  • •Own and integrate automated security requirements and validation tools into engineering pipelines, including building internal tooling and wrappers.
  • •Partner with SRE/DevOps to harden cloud infrastructure using security blueprints, IaC security scans (Terraform), and Zero Trust boundaries for containerized environments.
  • •Design and deploy AI-driven automated security review workflows using LLM APIs, including protections against prompt injection and insecure output handling.
  • •Perform offensive penetration testing and red-team activities, including source code audits, API exploitation, and cloud penetration testing.
  • •Lead technical incident containment and forensics, and design automated threat-detection and alert workflows in the SIEM environment.

Pay and Benefits

Salary: USD 99,000 - 120,000 annually

Key Requirements

  • •Bachelor’s degree in Computer Science, Cyber Security, Software Engineering, or related discipline (or equivalent experience).
  • •3+ years of progressive engineering across application security, cloud architecture defense, and active security operations (SecOps/incident response/penetration testing).
  • •Ability to independently perform deep manual penetration testing, web application exploitation, and incident containment without relying only on commercial scanners.
  • •Strong practical knowledge of AWS/public cloud topologies, Docker/Kubernetes, network security, and building/maintaining GitLab CI pipelines.
  • •Foundational proficiency with Python, Ruby on Rails, Java, or Node.js, plus knowledge of OWASP Top 10 for LLMs, cryptography, and federated auth (OAuth2, SAML, OIDC, Zero Trust IAM).
Experience:3+ yearsFintechPaymentsFinancial servicesCloud securitySecOps
Education:Bachelor's in Computer Science, Cyber Security, Software Engineering (or related technical discipline)
Skills:Cross-functional collaborationMentorshipAutomation-first mindset
Certifications:OSCPOSCESANS GXPNAWS Certified Security - SpecialtyCKS (Certified Kubernetes Security Specialist)CISSPGCIHGCFAOffSec OSAI
Languages:English
Tech Stack:AWSTerraformDockerKubernetesGitLab CI/CDAI workflowsLLM APIsClaudePythonRuby on RailsJavaNode.jsOWASP Top 10 for LLMsApplied cryptographyOAuth2SAMLOIDCZero Trust IAMSIEMEDR

Company Brief

Flywire
Provides a global payments platform and vertical-specific software to enable complex cross-border and domestic receivables for education, healthcare, travel and B2B clients, streamlining payments, reconciliation and receivables workflows.
Industry: Payments
Company Size: Enterprise (1,001+ employees)
Revenue: USD 100M to 250M
Growth: Public Company
Valuation: Public Company (Market Cap in USD)
Funding: IPO / Publicly Listed
Headquarters: Boston, United States
Founded: 2009
Glassdoor
Glassdoor: 3.5
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