Senior Offensive Security Engineer

Responsibilities

• Plan, design, and execute red (and purple) team engagements to simulate advanced adversarial tactics and techniques
• Perform in-depth penetration tests on web applications, endpoint agents, internal systems, and people
• Utilize a mix of traditional scripting and generative AI platforms to rapidly prototype tools, replicate sophisticated cyber threats, and automate repetitive workflows during live engagements
• Conduct social engineering campaigns to evaluate human vulnerabilities
• Collaborate closely with the Security Operations Center and CSIRT teams to enhance detection and response capabilities
• Stay informed on emerging threats and update red teaming methodologies
• Partner with Product Security to prioritize testing efforts for new releases
• Analyze and exploit vulnerabilities through detailed operational logging, leveraging strong documentation and communication skills to translate complex technical findings into actionable remediation guidance
• Develop and deliver detailed technical and executive-level reports post-engagement
• Integrate red team tools, techniques, and processes into a broader security strategy
• Lead or participate in after-action reviews to identify lessons learned
• Assist in designing and implementing security controls based on red team findings

Requirements

• 3+ years of experience as an offensive security professional
• Documentation-first mindset
• Deep knowledge of adversarial tradecraft
• Expert knowledge of cloud computing platforms (AWS, Azure)
• Skills in scripting languages
• Experience communicating findings that inform defenses
• Pragmatic approach to problem solving

Nice-to-Haves

• Experience working in a primarily macOS environment

Compensation & Benefits

• $170,000 - $185,000 base salary plus bonus and equity
• 100% remote work environment
• Generous paid time off policy including vacation, sick time, and paid holidays
• 12 weeks of paid parental leave
• Comprehensive medical, dental, and vision benefits
• 401(k) with 5% contribution regardless of employee contribution
• Life and Disability insurance
• Stock options for all full-time employees
• $500 one-time home office reimbursement
• Annual education and professional development allowance
• $75/month digital reimbursement
• Access to BetterUp coaching platform