Startups · AI

Lead Security Engineer – AppSec / CloudSec & PenTest / SecOps

FlyWire · Boston, MA · On-site

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About FlyWire

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About the role

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.

What they're looking for

  • Education: Bachelor's degree in Computer Science, Cyber Security, Software Engineering, or a related technical discipline required. Master's degree preferred
  • Core Experience: 8+ years of progressive security engineering experience, demonstrating deep expertise in either the defensive or offensive discipline alongside strong working fluency across both
  • Dual Builder/Breaker Mindset: Transitions seamlessly between establishing defensive architecture standards and directing offensive assurance operations
  • Executive Influence: Leads with influence, skillfully prioritizing competing business priorities and presenting high-impact risks to executive leadership
  • Crisis Management & Mentorship: Displays calm, analytical decision-making under intense pressure, leveraging crisis scenarios to coach and guide engineers
  • Commercial Drive: Balances technical risk reduction with enterprise enablement, positioning security as a revenue driver and business differentiator
More about this role

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.

Key Responsibilities & Tasks (by Priority)

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...

Read the full posting on FlyWire's site ↗

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