Enterprise Mobility is a leading provider of mobility solutions, owning and operating the Enterprise Rent-A-Car, National Car Rental and Alamo Rent A Car brands through its integrated global network of independent regional subsidiaries. Enterprise Mobility and its affiliates offer extensive car rental, carsharing, truck rental, fleet management, retail car sales, as well as travel management and other transportation services, to make travel easier and more convenient for customers.  

Privately held by the Taylor family of St. Louis, Enterprise Mobility together with its affiliate Enterprise Fleet Management manages a diverse fleet of 2.4 million vehicles and accounted for nearly $39 billion in revenue through a network of more than 9,500 fully-staffed neighborhood and airport rental locations in more than 90 countries and territories. 

At the center of it all, our dedicated IT teams innovate, design and develop the technology that is redefining how customers rent, buy and share vehicles from our family of brands. Here, you will be part of a diverse and talented team that creates and delivers powerful technology solutions for our customers and employees across the world with the resources and support to develop in a variety of career paths.

As an Enterprise Mobility team member, we offer an excellent package with market-competitive pay, comprehensive healthcare packages, 401k matching & profit sharing, schedule flexibility, work from home opportunities, paid time off, and organizational growth potential.

This position is eligible for a hybrid work schedule, which includes the ability to work from home, while also requiring to be in person as needed at our Lakeside and/or Clayton Corporate HQ campus locations in St. Louis, Missouri.

The Information Security Office is seeking an experienced IT Senior Manager to lead our organization's internal Penetration Testing team, responsible for proactively identifying security vulnerabilities, emulating real-world threats, and strengthening the organization’s cybersecurity posture.  As an IT Senior Manager, you will have the opportunity to lead and grow high-performing technical professionals, oversee enterprise testing initiatives, communicate insights that inform strategic security decisions, and partner with technology and business teams to drive measurable security improvements.

Candidates must have a strong cybersecurity background and understand offensive security methodologies. Success in this role is defined by the leader’s ability to continuously develop the penetration testing team, drive ongoing improvement across offensive security processes, and deliver clear, actionable communication to internal and external stakeholders. The ideal candidate is detail‑oriented with strong communication, critical‑thinking, and collaboration skills; has a solid grasp of security frameworks and enterprise IT; and can interpret adversarial techniques, vulnerabilities, and threats.  The successful candidate will be an influential leader who is comfortable guiding teams through change, supporting senior leadership with credible technical and security expertise, has a proven ability to achieve strategic goals, and can effectively articulate risk in ways that drive informed decisions.

Additional Responsibilities:

• Develop and maintain an ongoing comprehensive penetration testing strategy and roadmap aligned with departmental priorities, enterprise IT initiatives, business objectives, and the evolving threat landscape.
• Define and track KPIs, identify optimization opportunities, and continuously improve team processes and methodologies.
• Produce executive‑level reporting that clearly communicates trends, key risks, and overall program maturity.
• Oversee penetration testing activities across EM, including project planning, execution oversight, reporting, and stakeholder communication to ensure high‑quality results and timely delivery.
• Drive automation, process optimization, and tooling enhancements to continually strengthen the penetration testing program.
• Stay current on security trends and provide expert guidance on emerging threats, attacker techniques, and mitigation strategies.
• Lead and mentor a team of security engineers, providing technical guidance, career development, and performance management
• Foster a culture of continuous learning, technical excellence, and responsible testing practices
• Build strong relationships across our Global IT teams to ensure consistency, transparency, and best practices  

Knowledge, Skills, & Abilities: 

• Demonstrate exceptional communication and presentation skills, with the ability to translate technical findings into clear, actionable recommendations for diverse audiences.
• Exhibit strong time‑management, organizational skills, and keen attention to detail in a fast‑paced environment.
• Demonstrated ability to manage operations while driving and implementing strategic change simultaneously 
• Working knowledge of MITRE ATT&CK, NIST CSF, and other security frameworks
• Strong understanding of network security, application security, cloud security, and authentication mechanisms.
• Strong understanding of adversarial techniques, vulnerability exploitation, and modern attack vectors
• Must have a demonstrated track record of successfully collaborating across the IT organization to achieve business objectives.
• Superb relationship management skills, specifically related to leading change, with the ability to create a non-adversarial atmosphere and be viewed as a partner 

Equal Opportunity Employer/Disability/Veterans

Required:

• Must be presently authorized to work in the U.S. without a requirement for work authorization sponsorship by our company for this position now or in the future
• Must reside in St. Louis, Missouri, or immediate surrounding area
• Must be committed to incorporating security into all decisions and daily job responsibilities
• 8+ years of related experience (can include a combination of experience in Information Technology, Information Security, and/or leadership)
• 4+ years of experience leading cybersecurity functions within large organizations, with responsibility for team performance, strategic direction, and stakeholder engagement
• 3+ years of experience of offensive security or penetration testing

Preferred:

• Bachelor's degree in Computer Science, Computer Information Systems, Management Information Systems, or related field preferred
• Experience with common penetration test tools (e.g., Burp Suite, Metasploit, Cobalt Strike, Kali Linux, BloodHound, etc.) is preferred
• Experience building or maturing an internal penetration testing or red team program
• Certified Information Systems Security Professional (CISSP) or other related security certifications preferred