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We are looking for an experienced technology executive to lead the IT vision and strengthen the systems that support a growing transport organization in Orlando, Florida. This role will guide enterprise technology strategy, modernize infrastructure and service delivery, and promote secure, scalable innovation across the business. The ideal candidate brings strong leadership in operations, cybersecurity, and digital advancement, along with the ability to translate emerging technologies into measurable business value.
Job Responsibility
Shape and deliver a long-term technology strategy that supports business goals while addressing immediate operational needs
Direct enterprise IT operations across infrastructure, networks, servers, cloud platforms, software services, and end-user technology
Lead and develop technology teams by setting clear expectations, encouraging attention to detail, and driving a high-performance culture
Establish strong IT service management practices, including support operations, incident handling, and structured change control
Strengthen cybersecurity governance and manage risk through effective policies, controls, and oversight of compliance obligations
Evaluate and introduce artificial intelligence, automation, and other emerging technologies that can improve efficiency and decision-making
Create practical frameworks that help teams adopt AI tools responsibly and build broader internal understanding of digital capabilities
Assess new technology opportunities, run pilot initiatives, and recommend investments that offer meaningful operational or competitive benefit
Partner with business leaders to align technology priorities with organizational strategy and ensure reliable service delivery across departments
Requirements
10+ years of progressive experience in technology leadership, including at least 3 years in a senior executive or VP-level role
Demonstrated expertise in cybersecurity, regulatory compliance, and enterprise risk management
Proven success leading AI, automation, or large-scale digital transformation initiatives from planning through execution
Strong background managing core infrastructure, including cloud environments, networking, hardware, and enterprise systems
Hands-on familiarity with technologies such as AWS and Cisco within complex business environments
Working knowledge of IT service management methodologies and Agile or Scrum-based delivery practices
Ability to balance strategic planning with day-to-day operational leadership in a fast-moving organization
Willingness to travel occasionally, up to 10%, to support business needs