Security Engineer II (Offensive)
Role Overview
As a Security Engineer II on the Active Operational Defender track you will build hands on experience across penetration testing, threat detection and incident response, working under the direction of senior and lead engineers.
You will support live operational work within a high velocity fintech environment, developing the manual testing and detection engineering skills needed to take on more independent responsibility over time.
Key Skills for This Role
Full Job Posting
Qualifications
- Education: Bachelor's degree in Computer Science, Cyber Security, Software Engineering or a related technical discipline, or equivalent practical experience.
- Core Experience: indicative range [1 to 3 years] of hands on experience in penetration testing, security operations or a closely related technical role.
- Foundational Offensive Skills: exposure to manual web application testing, CTF style exploitation or vulnerability research, gained through work experience, personal projects or study.
- SecOps & Forensics Familiarity: basic working knowledge of SIEM concepts, EDR tooling or network packet analysis, and an interest in frameworks such as MITRE ATT&CK.
- Technical Language Foundation: comfort reading and, ideally, writing scripts in a language such as Python to support testing and automation.
- AI Security Awareness: a working interest in the OWASP Top 10 for LLMs and how adversarial testing of AI features differs from traditional application testing.
- Regulatory Awareness: a general understanding of standards such as PCI-DSS, SOC 2 or DORA, with willingness to build practical depth on the job. Highly Preferred Certifications
- Hands-On Offensive & Red Team: OSCP, OSCE or SANS GXPN (GIAC Exploit Researcher and Advanced Penetration Tester).
- Incident Response & Defence: GCIH (GIAC Certified Incident Handler), GCFA (GIAC Certified Forensic Analyst) or a specialised Blue Team certification. Skills and Abilities
- Combines an aggressive, attacker's mindset used to find vulnerabilities with the analytical discipline required to write clear, actionable detection rules.
- Stays calm and analytically clear under intense pressure during active, live breach events or business critical system failures.
- Communicates exploit chains and log anomalies clearly, turning technical detail into a plain, high impact risk profile for non-technical leadership.
- Resilience and analytical clarity in high-pressure scenarios, supporting transparent communication and contributing to risk-based decisions during active security incidents or compressed financial product launch windows.
- Balances technical risk reduction with business enablement, supporting security infrastructure that serves as a competitive advantage and helps unblock global revenue and enterprise-client acquisition.
- Modern AI Security: OffSec OSAI (Offensive Security AI Red Teamer).
About Flywire
Apply for this job in 1 click
Skip the repetitive application forms
Install the Base Career Chrome Extension and autofill job applications across major job boards with your profile.
Trusted by over 500,000 job seekers on Base Career
More from this employer
More jobs at Flywire
Technical Implementation Manager II (Bilingual Spanish/English Required)
Austin, USA
Senior Payment Operations Specialist, Infrastructure & Network Enablement
Boston, USA
Technical Implementation Manager II (Bilingual Spanish/English Required)
Boston, USA
Technical Implementation Manager II (Bilingual Spanish/English Required)
Chicago, USA
Team Lead, Payment Experience, Americas (Customer Support)
Boston, USA
The Opportunity: We, at Flywire, are seeking a Payment Experience Team Lead in the Americas. Payment Experience roles at Flywire are not your typical ‘support’ roles. As the first point of contact at Flywire, you will be
Team Lead, Payment Experience, Americas (Customer Support)
Chicago, USA
The Opportunity: We, at Flywire, are seeking a Payment Experience Team Lead in the Americas. Payment Experience roles at Flywire are not your typical ‘support’ roles. As the first point of contact at Flywire, you will be
Technical Implementation Manager II (Bilingual Spanish/English Required)
Austin, USA
Senior Payment Operations Specialist, Infrastructure & Network Enablement
Boston, USA
Technical Implementation Manager II (Bilingual Spanish/English Required)
Boston, USA
SMB Account Specialist, EDU
Boston, USA
Technical Implementation Manager II (Bilingual Spanish/English Required)
Chicago, USA
Senior Product Marketing Manager, Travel
Boston, USA
Team Lead, Payment Experience, Americas (Customer Support)
Boston, USA
Team Lead, Payment Experience, Americas (Customer Support)
Chicago, USA