Vice President, Chief Information Security Officer (CISO)

Holman is a family-owned, global automotive services organization anchored by our deeply rooted core values and principles that have enabled us to continue Driving What’s Right throughout the last century. Our teams deliver the Holman Experience by treating our customers and each other as we would like to be treated, and creating positive, rewarding relationships all around.

The automotive markets Holman serves include fleet management and leasing; vehicle fabrication and upfitting; component manufacturing and productivity solutions; powertrain distribution and logistics services; commercial and personal insurance and risk management; and retail automotive sales as one of the largest privately owned dealership groups in the United States.

Holman is currently accepting applications for the position of Vice President, Chief Information Security Officer.

Primary Tasks:

Security

• Lead teams spanning application security, infrastructure security, identity and access management, security operations, compliance, data privacy, and security engineering
• Deeply integrate into the business to understand strategic priorities, ensuring security, compliance, and privacy are embedded into every initiative from inception
• Represent Holman's information security posture to the Board, Executive team, vendors, customers, and internal stakeholders, serving as the primary voice on all security matters
• Advance and execute Holman's security roadmap with inputs from enterprise risk, evolving threat landscapes, changing regulatory requirements, and business objectives
• Champion AI-enabled transformation to accelerate operational efficiency, while serving as a key organizational partner in defining and enforcing governance guardrails that manage AI-related risks across data security, privacy, and regulatory compliance
• Oversee Enterprise Product Security that partnering with Product, Data, and Development teams to proactively mitigate threats and enforce secure development standards
• Partner with technology leadership to implement modern cloud security standards, policies, and processes to enable and accelerate Holman’s cloud expansion
• Oversee penetration testing programs and compliance reporting, translating findings into actionable guidance for engineering and operations teams
• Ensure risk controls are implemented, monitored, and maintained across the full system lifecycle
• Evangelize security-first practices, policies, and procedures across the organization — particularly among product, engineering and development teams — maintaining updated documentation and processes to address production vulnerabilities
• Lead business continuity and disaster recovery strategy and execution, partner with business and enterprise risk teams to define risk tolerance, and oversee periodic testing and validation of processes
• Monitor the evolving security and threat landscape, communicating trends and implications to Executive leadership to maintain organizational alignment
• Continue to evolve and tune enterprise identity management solutions to streamline user experiences while mitigating threats, leverage job data to automate access to systems and data, provide guidance and expertise to product teams on enterprise expectations for federated identity solutions in our products and services

Infrastructure

• Own the strategy, architecture, and operational reliability of Holman's enterprise infrastructure, spanning on-premises, colocation, and cloud compute and storage environments
• Drive technology lifecycle and capacity planning across infrastructure domains, ensuring systems are modernized and scaled to support business growth
• Establish a cloud center of excellence in partnership with cloud and application teams to align infrastructure architecture with modern delivery patterns and security standards
• Manage infrastructure vendor relationships, SLAs, and contract renewals, ensuring performance commitments, risk posture, and commercial terms are aligned
• Partner with product, data, and development teams to establish strategies and roadmaps to optimize spend between cloud and premises compute and storage
• Own enterprise network architecture and operations, including WAN, LAN, SD-WAN, perimeter security, and internet connectivity across all Holman locations
• Manage carrier and ISP relationships, ensuring network reliability, performance, and cost efficiency at scale
• Lead strategy and execution across end-user computing, Microsoft 365, end-user AI, and productivity platforms — driving automation, empowering users, reducing overhead, and creating an optimal user experience
• Drive modernization initiatives, aligning connectivity strategy with Zero Trust and cloud-first architectural principles
• Lead the migration from legacy telephony environments toward modern cloud-based UCaaS and CCaaS solutions, ensuring continuity and end-user experience throughout the transition, and enabling the business to evolve customer interactions to improve efficiency and customer experiences

Leadership & General

• Serve as a core member of the technology leadership team, contributing to the broader vision and strategy for the IT employee experience
• Build and retain a high-performing teams by fostering a culture of continuous learning, clear career development, and accountability.
• Champion solutions designed with the end user in mind — reducing friction without compromising control and ensuring security enables productivity rather than hindering it.
• Own financial planning, FinOps, and multi-year forecasting, ensuring investments are prioritized against risk reduction objectives and aligned with broader business goals.
• Perform all other duties and special projects as assigned

Required Education & Experience:

• Bachelor's degree or significant work experience in a related field
• 15+ years' experience at a senior management level, with multiple levels of reporting relationships strongly preferred
• 5+ years of deep, hands-on technical cybersecurity experience, providing a strong practitioner foundation to lead with credibility across security engineering, architecture, and operations
• Prior security leadership role, ideally at the CISO level
• Demonstrated ability to lead across multiple technology disciplines simultaneously, including teams and functions outside of direct security expertise, with broad knowledge spanning engineering, infrastructure, compliance, and operations
• Proven experience leading enterprise infrastructure operations, network architecture, and unified communications functions, with the ability to set strategy and hold operational accountability across those domains
• Experience managing and modernizing legacy technology environments, including compute, telephony and network platforms, toward modern cloud-based solutions
• Experience with contract and vendor negotiations and management, including managed services providers across security, infrastructure, network, and telecom
• Demonstrated experience ensuring compliance with privacy and security rules and regulations
• Knowledge of common information security management frameworks, including ISO/IEC 27001 and NIST, and the ability to apply them pragmatically across a complex enterprise environment
• Deep experience with cloud security architecture and governance, preferably in Azure, including identity, network security, and compliance controls in a hybrid enterprise environment
• Proven understanding of security controls and technologies including but not limited to SIEM, DLP, WAF, IPS, DevSec, endpoint protection, Zero Trust, etc.
• Strong knowledge of rules, regulations, and frameworks related to information security and data confidentiality, including PCI, NIST, and ISO 27001. FTC Safeguards, TISAX, and GDPR beneficial.
• Track record of building and scaling high-performing technical teams across security, infrastructure, and operations disciplines

Preferred Education & Experience:

• Master’s degree preferred
• Certified Information Systems Security Professional (CISSP) or similar
• Azure certifications such as AZ-305
• Familiarity with fleet management, automotive retail, or similarly regulated and operationally complex industry environments preferred

At Holman, we exist to provide rewarding careers and better lives for employees and their families. We hire, train, empower, and reward exceptional people. Our journey is guided by our desire to get it right every time and the acknowledgement that we have an opportunity to be better. To be better, we have to do better, and to do better we must know better. That’s why we are listening, open to learning new things – about ourselves and each other. We will never stop striving for improved diversity, equity, and inclusion because we are successful together when we feel trusted and supported. It’s The Holman Way.

At Holman, your total compensation goes beyond your paycheck. To position you for success and provide a rewarding career and better life for you and your family, Holman is proud to offer you the benefits you deserve; including protection against illness, disability, loss of work, or preparation for retirement. Below is a brief overview of the programs available to full-time employees (programs may vary by country or worker type):

• Health Insurance
• Vision Insurance
• Dental Insurance
• Life and Disability Insurance
• Flexible Spending and Health Savings Accounts
• Employee Assistance Program
• 401(k) plan with Company Match
• Paid Time Off (PTO)
• Paid Holidays, Bereavement, and Jury Duty
• Paid Pregnancy/Parental leave
• Paid Military Leave
• Tuition Reimbursement

Benefits:

Regular Full-Time

We offer excellent benefits including health, vision, dental, life and disability insurance, and 401(k) with company match. Our time off benefits include Paid Time Off (PTO), paid holidays, bereavement, and jury duty. In addition, we offer paid pregnancy and parental leave, and supplemental paid military leave to eligible employees.

Temporary or Part-Time

In geographic areas with statutory paid sick leave, part-time and temporary employees will receive a paid sick leave benefit that meets the mandated requirements.

Pay:

We offer competitive wages that are commensurate with job-related skills, experience, relevant education or training, and geographic location, starting in the range of $275,430.00 - $426,915.00 USD annually for full time employees. The annual compensation range is comprised of base pay and bonus earnings.

Artificial Intelligence Statement

We recognize that applicants for positions at any organization may view AI tools for tasks such as drafting a resume or cover letter, provided the information is accurate and truthful. However, applicants should not use AI tools to:

• Answer interview questions on their behalf, or use AI tools in any way during the interview or other qualification process(es).
• Misrepresent or embellish qualifications, skills, or experience
• Create false or misleading representations of identity (e.g., deepfakes or altered images/videos)

Your application, whether an AI tool is used or not, should reflect your authentic abilities and experiences. Any use of AI that compromises honesty or integrity may result in disqualification from the process.

Equal Opportunity Employment and Accommodations:

Holman provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

If you are a person with a disability needing assistance with the application process, please contact [email protected]

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.