SecOps

Flywire•Boston, MA

1d•$150,000 - $180,000•Hybrid

About The Position

This is a blended role spanning both the Defensive Platform Builder (AppSec & CloudSec) and Active Operational Defender (PenTest & SecOps) disciplines. You will set the technical direction across both areas, with the opportunity for the scope to adapt based on organizational priorities. As Lead Security Engineer, you will set the technical direction for security engineering across both defensive and offensive disciplines, acting as the senior technical authority for the wider team. You will combine deep hands-on credibility with the ability to prioritize, resource, and represent the security engineering roadmap to Cyber leadership and the broader business, while directly mentoring senior and junior engineers across the function.

Requirements

Bachelor's degree in Computer Science, Cyber Security, Software Engineering, or a related technical discipline required.
8+ years of progressive security engineering experience, demonstrating deep expertise in either the defensive or offensive discipline alongside strong working fluency across both.
Deep hands-on seniority in application security, cloud architecture defense, penetration testing, or security operations, with the breadth to speak authoritatively across the entire function.
Deep practical knowledge spanning public cloud topologies (AWS/Azure/GCP), containerization/orchestration, CI/CD pipelines (GitLab CI), manual penetration testing, and forensic analysis tools.
Expert-level understanding of the OWASP Top 10 for LLMs, applied cryptography, and federated authentication architectures.
Practical experience aligning security controls with PCI-DSS v4.0, SOC 1, SOC 2, and DORA standards.
Proven background mentoring engineers, shaping technical roadmaps, and influencing hiring and resourcing decisions.
Transitions seamlessly between establishing defensive architecture standards and directing offensive assurance operations.
Leads with influence, skillfully prioritizing competing business priorities and presenting high-impact risks to executive leadership.
Displays calm, analytical decision-making under intense pressure, leveraging crisis scenarios to coach and guide engineers.
Balances technical risk reduction with enterprise enablement, positioning security as a revenue driver and business differentiator.

Nice To Haves

Master's degree preferred.
AWS Certified Security – Specialty, CKS (Certified Kubernetes Security Specialist), or CISSP.
OSCP, OSCE, or SANS GXPN.
GCIH or GCFA.
OffSec OSAI (Offensive Security AI Red Teamer).

Responsibilities

Define and own the technical strategy across secure software design, cloud infrastructure defense, offensive testing, and incident detection, aligning priorities with Cyber leadership's wider goals.
Represent the security engineering function in cross-functional and executive forums, translating technical risk into clear business impact for non-technical stakeholders.
Direct the integration of automated security controls into engineering pipelines and cloud infrastructure, setting the standard that senior and junior engineers build against.
Own escalation and final sign-off on complex cloud architecture, Identity and Access Management (IAM), and Zero Trust design decisions.
Set the standard and cadence for penetration testing, red team simulations, and detection engineering across the enterprise estate.
Act as the senior technical escalation point during critical security incidents, directing containment and post-incident review efforts.
Mentor senior and junior security engineers across both tracks, shaping career development and technical growth within the team.
Partner with Talent Acquisition and Cyber leadership on hiring, structuring the security engineering career ladder, and making key resourcing decisions.