Offensive Security Manager — AI-Driven Penetration Leader

Crowe; Springfield (IL); On-site; USD 105,000 - 214,000; Full time

Job summary

Crowe is seeking an experienced Offensive Security Manager to lead and grow our cybersecurity consulting practice in a fast-paced environment. You will oversee offensive engagements, mentor junior staff, and collaborate with cross-functional teams to deliver high-value security outcomes for clients.

The role emphasizes deep technical expertise in penetration testing, risk assessment, and strategic communication with executives, supported by strong project leadership and a growth mindset.

Qualifications

• Bachelor's degree in information systems, Computer Science, Cybersecurity, Engineering, or related field.
• Certification such as CISSP, OSCP, OSCE, or similar.
• 5+ years of experience in cybersecurity, offensive security, or related consulting or industry roles.
• Deep working knowledge of operating systems (Windows, Linux/Unix) and databases (SQL, Oracle, etc.).
• Working knowledge of networks and the seven layer OSI model.
• Proficiency with common offensive security tools and frameworks (e.g., Metasploit, Burp Suite, BloodHound, Nmap, etc.).
• Detection engineering or blue team operations knowledge including evasion techniques
• Strong scripting or programming skills.
• Experience with or curiosity about AI and automation tools in cybersecurity, including secure implementation practices and risk assessments.

Responsibilities

• Lead or support Offensive Security engagements including internal and external network penetration testing.
• Web application penetration testing
• Wireless penetration testing
• Social engineering (phishing, telephone, onsite)
• Red teaming/Threat emulation
• Purple teaming
• Evaluate and test IT controls, application controls, security configurations, and interface/integration security.
• Provide practical recommendations for vulnerability remediation.
• Conduct cybersecurity assessments across standards/frameworks (NIST CSF, NIST 800.53, CIS, etc.).
• Present findings to IT, Information Security, and board-level leadership.
• Lead or support program execution activities including control implementation, metrics, issue remediation, and continuous improvement.
• Mentor and supervise junior consultants; contribute to team development and internal knowledge-sharing.
• Participate in practice development and thought leadership.

Skills

Leadership

Communication

Scripting

Problem solving

Critical thinking

Education

Bachelor's degree in information systems, Computer Science, Cybersecurity, Engineering, or related field

Tools

Metasploit

Burp Suite

BloodHound

Nmap

Job description

Crowe is seeking an experienced Offensive Security Manager to lead and grow our cybersecurity consulting practice in a fast-paced environment. You will oversee offensive engagements, mentor junior staff, and collaborate with cross-functional teams to deliver high-value security outcomes for clients.

The role emphasizes deep technical expertise in penetration testing, risk assessment, and strategic communication with executives, supported by strong project leadership and a growth mindset.