Title: Lead Penetration Tester

Location: United States (Remote)

COMPANY PROFILE

Insight Assurance is a security and compliance firm trusted by over 700 organizations for their SOC 2, PCI DSS, ISO 27001, and HIPAA audit needs. Insight Assurance is a licensed CPA firm, PCI Qualified Security Assessor (QSA), and ISO 27001 Certification Body founded by former Big-4 professionals (Former EY) looking to simplify the world of IT compliance.

JOB PURPOSE

The Lead Penetration Tester is responsible for overseeing and conducting advanced penetration testing and security assessments to identify vulnerabilities in the organization's systems, networks, and applications. This role involves leading a team of penetration testers, developing testing methodologies, and ensuring the security of enterprise-wide information systems.

DUTIES AND RESPONSIBILITIES

Plan, design, and execute penetration tests on applications, networks, and systems
Lead and supervise a team of penetration testers, providing guidance and support
Identify and exploit vulnerabilities in software, hardware, and network systems
Develop comprehensive and accurate reports and presentations for various stakeholders
Collaborate with IT and cybersecurity teams to enhance security protocols and implement remediation strategies
Stay current with the latest testing tools, methodologies, and cyber threats
Conduct security assessments and risk analyses
Develop and maintain security testing plans, policies, and procedures
Provide training and support to other team members on security best practices
Spearhead social engineering initiatives and simulate real-world attack scenarios
Ensure compliance with regulatory requirements and security standards (e.g., PCI-DSS, HIPAA)

EDUCATION

Bachelor's degree in cybersecurity, computer science, information technology, or a related field
Proven experience as a penetration tester or similar cybersecurity role, with at least 5 years of experience
Proficiency with penetration testing tools (e.g., Metasploit, Burp Suite, OWASP ZAP)
Strong understanding of network protocols, cryptography, and security vulnerabilities
Familiarity with programming/scripting languages (e.g., Python, Bash)
Excellent report-writing and communication skills for documenting findings and advising on security improvements
Relevant certifications (e.g., OSCP, CEH)
Ability to manage and balance time among multiple tasks and lead junior staff when required
Strong analytical thinking and problem-solving skills
Ability to travel up to 25%

SKILLS

Advanced cybersecurity certifications (e.g., OSCE, OSWE, SANS)
Experience with cloud environments and configurations (AWS, Azure, GCP)
A record of published research or contributions to the security community
Deep knowledge of at least one programming language (Python, Go, Java, PowerShell, etc.)
Advanced knowledge of Linux and/or Windows OS and experience in supporting and installing multiple software products
Ability to successfully interface with clients (internal and external)
Ability to document and explain technical details in a concise, understandable manner

BASIC REQUIEREMENTS

Must have the ability to gain United States Security Clearance (if applicable)
U.S. citizenship or eligibility to obtain required authorizations from the U.S. Department of State (if applicable)

Insight Assurance

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Lead Penetration Tester