Security Engineer II: PenTesting, SIEM & Incident Response

Flywire1; Boston (MA); On-site; USD 110,000 - 150,000; Full time

Job summary

Flywire is seeking a Security Engineer II to join the Active Operational Defender track, building hands-on experience across penetration testing, threat detection, and incident response within a fintech environment.

You will work under the guidance of senior and lead engineers, developing the skills to take on more independent responsibility over time and to contribute to live security operations and detection engineering tasks.

Qualifications

• Bachelor's degree in Computer Science, Cybersecurity, Software Engineering, or related discipline
• 1 to 3 years hands-on experience in penetration testing, security operations, or closely related technical role

Responsibilities

• Support penetration testing engagements across financial platforms under senior guidance, building practical exploit research experience.
• Assist with manual security reviews including source code audits, API testing, and cloud configuration checks, working towards independent delivery of smaller engagements.
• Contribute to adversarial testing of AI features where in scope, learning to identify prompt injection and related LLM-specific weaknesses.
• Help design and tune detection rules and alert workflows within the enterprise SIEM, leveraging senior guidance and established detection frameworks.
• Act as a first-line responder during active security incidents, carrying out evidence collection and initial triage under senior direction.
• Support post-incident analysis by pulling together logs, timelines, and technical findings for senior review.
• Communicate testing findings and incident metrics clearly to immediate team members and stakeholders.

Skills

Penetration testing

Security operations

Threat detection

Incident response

Python scripting

MITRE ATT&CK

AI security awareness

Education

Bachelor's degree in Computer Science, Cybersecurity, Software Engineering, or related discipline

Tools

SIEM tools

EDR tooling

Cloud configuration checks

Python tooling

Job description

Flywire is seeking a Security Engineer II to join the Active Operational Defender track, building hands-on experience across penetration testing, threat detection, and incident response within a fintech environment.

You will work under the guidance of senior and lead engineers, developing the skills to take on more independent responsibility over time and to contribute to live security operations and detection engineering tasks.