Job DescriptionAbout the Team
You will be part of the Enterprise Cyber Security organization responsible for evaluating the effectiveness of security controls and identifying opportunities to strengthen enterprise defenses. The Red Team works closely with Security Operations, Detection Engineering, Security Engineering, and business partners to assess realistic attack paths and improve resilience.
About the Role
As a Senior Information Security Engineer - Security Red Team, you will lead authorized offensive security engagements from planning through execution, reporting, and remediation validation. This is a hands-on technical lead role responsible for coordinating internal Red Team resources and external testing partners, translating technical findings into actionable risk reduction, and mentoring other engineers without formal people-management responsibilities.
Responsibilities
- Plan and lead authorized internal and external penetration tests, adversary simulations, and Red Team engagements across enterprise environments.
- Define engagement scope, objectives, rules of engagement, written authorization, testing windows, safety controls, and communication plans to minimize production disruption.
- Coordinate internal Red Team engineers and external penetration-testing vendors, including deliverables and follow-up testing.
- Conduct or direct assessments of Active Directory and identity attack paths, cloud environments, web applications, APIs, and infrastructure.
- Lead Purple Team exercises with SOC and Detection Engineering to validate visibility, detection coverage, and response effectiveness.
- Conduct authorized social engineering assessments in accordance with approved scope and company policy.
- Apply tools such as Cobalt Strike, BloodHound Enterprise, Burp Suite, Metasploit, and Kali Linux where appropriate to approved engagements.
- Produce clear technical reports and executive-level summaries that explain exposure, business impact, evidence, and prioritized remediation recommendations.
- Coordinate remediation follow-up, validation, and retesting with application, infrastructure, and security owners.
- Mentor team members, develop reusable engagement methodologies, and identify safe opportunities for automation and AI-assisted analysis.
Criteria
- 5+ years of experience in offensive security, penetration testing, Red Team operations, or related security engineering.
- Demonstrated experience leading authorized security assessments and communicating findings to varied audiences.
- Hands-on knowledge of enterprise identity, networking, operating systems, cloud platforms, and web application security.
- Experience documenting scope, safety controls, evidence, and actionable remediation guidance.
- Ability to coordinate cross-functional engagements and lead technical work without direct-report authority.
- Experience with Cobalt Strike, BloodHound Enterprise, Burp Suite, Metasploit, and Kali Linux preferred.
- Experience conducting Purple Team exercises and mapping observations to MITRE ATT&CK preferred.
- Relevant offensive security certifications or experience with scripting and assessment automation preferred.
- This role requires being onsite in the Brooklyn, NY office Monday through Thursday.
People First Putting People First means investing in overall well-being and opportunities to grow and advance within the organization. Depending on the position and location, here are a few highlights of what benefits may be available:
Benefits
- A generous discount on all WSI brands
- A 401(k) plan and other investment opportunities
- Paid vacations, holidays, and time off to volunteer
- Health benefits, dental and vision insurance, including same-sex domestic partner benefits
- Tax-free commuter benefits
- A wellness program that supports your physical, financial and emotional health
Continued Learning
- In-person and online learning opportunities through WSI University
- Cross-brand and cross-function career opportunities
- Resources for self-development
- Advisor (Mentor) program
- Career development workshops, learning programs, and speaker series
This role is not eligible for relocation assistance.
The expected starting pay range for this position is $120,000 - $150,000. Applicable pay ranges may differ across markets. Actual pay will be determined based on experience and other job-related factors permitted by law. In addition to competitive pay, compensation may include a variety of other components like benefits, paid time off, merit, and bonus opportunities.
