Chief Information Officer

About the role

Location: Lombard, IL (Chicago Area) | On‑Site

A leading transportation and mobility services organization is seeking a visionary and operationally focused Chief Information Officer (CIO) to lead enterprise-wide technology strategy, digital transformation, cybersecurity, and IT operations.Supporting a large-scale network of transportation services across hundreds of locations nationwide, this organization operates in a highly distributed, mission-critical environment where technology plays a central role in safety, service delivery, workforce productivity, and customer experience.Reporting directly to the Chief Executive Officer and serving as a member of the Executive Leadership Team, the CIO will be responsible for shaping the future technology landscape while ensuring operational excellence across all information technology functions. This executive will serve as a trusted business partner, driving innovation, modernization, and enterprise performance through strategic technology investment and disciplined execution.

The Chief Information Officer is responsible for developing and executing a comprehensive technology and digital strategy that supports business growth, operational efficiency, safety, and customer satisfaction.This leader will oversee all aspects of information technology, including enterprise applications, infrastructure, cybersecurity, data and analytics, field support services, project management, innovation, and vendor management. Success in this role requires a highly collaborative executive who combines strategic vision with hands-on leadership and a strong operational mindset.The ideal candidate will have experience leading technology organizations in complex, geographically dispersed environments where reliability, scalability, and service excellence are essential.

Responsibilities

• Define and execute a long-term technology roadmap aligned with business objectives and customer expectations.
• Lead enterprise-wide digital transformation initiatives that improve operational efficiency, safety, workforce effectiveness, and customer outcomes.
• Identify emerging technologies and innovation opportunities that create measurable business value.
• Serve as a strategic advisor to executive leadership on technology trends, risks, investments, and modernization priorities.
• Foster a culture that embraces innovation, continuous improvement, and digital adoption.
• Ensure the reliability, availability, and performance of technology systems supporting a large national operating network.
• Oversee IT service delivery and support functions, ensuring responsive and effective support for a 24/7 operational environment.
• Establish strong governance, service management disciplines, and performance metrics across the technology organization.