Security Engineer II – Offensive Track
Boston, NH - USA
Department:
Job Summary
Role Focus
At this level your focus sits within Offensive Penetration Testing and Security Operations supporting the wider Active Operational Defender track under the guidance of senior engineers. You will assist with manual testing engagements help tune SIEM detection rules and support the team during live security incidents building the operational depth needed to work independently over time.
Job Summary
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 Responsibilities & Tasks (by Priority)
Offensive Penetration Testing & Red Teaming
Support penetration testing engagements across financial platforms and product architectures 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.
Threat Detection Engineering & SIEM
Help design and tune detection rules and alert workflows within the enterprise SIEM leveraging senior guidance and established detection frameworks.
Support SecOps in reviewing detection coverage against current threats using frameworks such as MITRE ATT&CK.
Incident Response & Forensics
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.
Cross-Functional Collaboration & Development
Participate in security operations and engineering planning to build a practical understanding of detection and response capabilities.
Communicate testing findings and incident metrics clearly to immediate team members and stakeholders.
Actively seek mentorship from senior and lead security engineers across offensive tooling detection engineering and incident response practices.
Qualifications :
Minimum Requirements (Education & Experience)
Education: Bachelors degree in Computer Science Cybersecurity Software Engineering a related technical discipline or equivalent practical experience.
Core Experience: 1 to 3 years of hands-on experience in penetration testing security operations or a closely related technical role.
Technical Skills & Knowledge
Foundational Offensive Skills: Hands-on exposure to manual web application testing CTF-style exploitation or vulnerability research (via work experience personal projects or study).
SecOps & Forensics: Working knowledge of SIEM concepts EDR tooling or network packet analysis alongside familiarity with frameworks such as MITRE ATT&CK.
Scripting / Automation: Proficiency in reading and writing scripts (e.g. Python) to support security testing and automation workflows.
AI Security Awareness: Basic working interest in the OWASP Top 10 for LLMs and understanding of how adversarial AI testing differs from traditional app security.
Regulatory Context: General understanding of compliance frameworks such as PCI-DSS SOC 2 or DORA with a willingness to expand practical knowledge on the job.
Preferred Certifications (Optional / Strongly Encouraged)
Offensive & Red Team: OSCP OSCE or SANS GXPN.
Incident Response & Defense: GCIH GCFA or specialized Blue Team certifications.
AI Security: OffSec OSAI (Offensive Security AI Red Teamer).
Soft Skills & Mindset
Dual Focus: Combines an attackers drive to uncover vulnerabilities with a defenders discipline to build actionable SIEM detection rules.
Composure Under Pressure: Ability to stay calm and analytical during live security breaches or tight production release windows.
High-Impact Communication: Capable of translating technical exploit chains and log anomalies into plain language for executive and non-technical stakeholders.
Business-Minded Security: Balances risk mitigation with business goals helping position security as a driver for enterprise growth.
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
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, weve digitized payments for more than 4,000+ global clients in more than 140 currencies across 240 cou ... View more