Head of Offensive Security & Penetration Testing

Space-Eyes; Miami (FL); On-site; USD 120,000 - 160,000; Full time

Job summary

Space-Eyes seeks a Lead Ethical Hacker to drive authorized security research, penetration testing, vulnerability assessment, and adversarial testing across our technology platforms.This role collaborates with engineering, cybersecurity, and product teams to identify vulnerabilities, evaluate system resilience, and strengthen security of software, networks, embedded systems, and connected technologies.

The ideal candidate combines deep offensive security expertise with sound judgment and the

Qualifications

• Bachelor’s degree or equivalent practical experience in a technical field.
• 5+ years of relevant cybersecurity, penetration testing, vulnerability research, or offensive security experience.
• Strong understanding of network protocols, operating systems, application security, and common vulnerability classes.
• Hands-on experience with penetration testing, vulnerability assessment, reverse engineering, or security research.
• Proficiency with Python, C/C++, or other relevant programming and scripting languages.
• Experience with common security testing, debugging, and analysis tools.
• Strong understanding of secure software development and security architecture principles.
• Ability to independently investigate complex technical systems and identify security weaknesses.
• Demonstrated experience leading technical projects, research initiatives, or security assessments.
• Strong technical documentation and communication skills.

Responsibilities

• Lead authorized penetration testing, vulnerability research, and security assessments across company systems and products.
• Identify, validate, document, and communicate security vulnerabilities and potential attack paths.
• Conduct adversarial testing of software, networks, APIs, embedded systems, and connected devices within approved environments.
• Develop testing methodologies and security research approaches for new technologies and products.
• Perform threat modeling and support security architecture reviews throughout the product development lifecycle.
• Work closely with engineering teams to reproduce vulnerabilities, determine root causes, and support remediation.
• Evaluate the effectiveness of security controls and identify opportunities to improve system resilience.
• Develop tools, scripts, and testing environments to support security research and assessment activities.
• Conduct authorized testing in laboratory, simulation, and controlled field environments.
• Produce clear technical reports describing findings, risk, impact, and recommended remediation.
• Support secure development practices and help integrate security testing into engineering workflows.
• Provide technical leadership and mentorship to security researchers and engineering team members.
• Stay current on emerging vulnerabilities, attack techniques, security research, and defensive technologies.
• Support technical demonstrations, customer engagements, and government programs as needed.

Skills

Penetration testing

Vulnerability research

Adversarial testing

Python

C/C++

Security tooling

Threat modeling

Security architecture

Technical documentation

Communication skills

Education

Bachelor’s degree in Computer Science, Cybersecurity, Computer Engineering, Electrical Engineering, or equivalent practical experience

OSCP, OSEP, OSWE, GXPN, GPEN or similar certifications

Tools

Common security testing tools

Debugging tools

Analysis tools

Job description

Space-Eyes seeks a Lead Ethical Hacker to drive authorized security research, penetration testing, vulnerability assessment, and adversarial testing across our technology platforms.This role collaborates with engineering, cybersecurity, and product teams to identify vulnerabilities, evaluate system resilience, and strengthen security of software, networks, embedded systems, and connected technologies.

The ideal candidate combines deep offensive security expertise with sound judgment and the