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# Head of IT / Director of Digital Innovation

- **Company:** Kavaliro
- **Location:** Orlando, FL, United States
- **Experience:** Expert
- **Contract:** Permanent contract
- **Skills:** Cyber Security, IT Management, Cloud Services
- **Published:** June 11, 2026
- **Apply:** https://jobs.kavaliro.com/jb/Head-of-IT-Director-of-Digital-Innovation-Jobs-in-Orlando-Florida/14105109

## About the Role

* 8+ years of experience in IT leadership, with exposure to digital transformation initiatives
 * Experience working in growth-oriented or resource-constrained environments
 * Demonstrated ability to build and execute strategy with limited resources
 * Broad technical knowledge across infrastructure, applications, cloud solutions, and cybersecurity
 * Experience managing vendors and third-party technology providers
 * Strong business acumen and ability to communicate effectively with non-technical stakeholders

## Description

We are seeking a forward-thinking IT Leader to drive digital innovation and technology strategy for a growing organization. This role is ideal for a hands-on strategic leader who can balance vision with execution.

This individual will play a critical role in elevating the company’s technology capabilities, identifying opportunities for digital transformation, and aligning IT initiatives with business growth objectives.

Success in this position requires creativity, resourcefulness, and the ability to influence across the organization while operating in a lean, fast-moving environment., * Develop and execute a practical, scalable IT and digital innovation roadmap

 * Partner with executive leadership to align technology initiatives with business goals
 * Identify opportunities to leverage technology for efficiency, revenue growth, and competitive advantage
 * Serve as a trusted advisor on digital trends, automation, AI, and emerging technologies

Digital Innovation & Transformation

 * Lead initiatives that modernize systems, processes, and customer experiences
 * Evaluate and implement tools that improve productivity and operational effectiveness
 * Introduce data-driven decision-making and reporting capabilities where appropriate
 * Drive a culture of innovation across the organization

IT Operations Oversight

 * Oversee day-to-day IT operations, including internal systems and external vendors
 * Ensure reliability, performance, and security of systems and infrastructure
 * Manage vendor relationships, contracts, and outsourced services when necessary
 * Establish and maintain appropriate cybersecurity practices and risk mitigation

Hands-On Leadership

 * Remain operationally involved when needed—this role blends leadership with execution
 * Prioritize initiatives effectively within limited resources and budget constraints
 * Serve as the primary point of contact for technology-related decisions across the business


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