IT Director

Kissimmee, FL 34741

Posted: 03/12/2026 Industry: IT Job Number: 54652

Job Description

IT Director Overview
We are seeking an experienced and strategic IT Director to lead the management and modernization of a complex enterprise technology environment. This role will oversee core infrastructure operations while driving technology initiatives that improve scalability, security, and operational efficiency.

The ideal candidate will bring strong leadership experience managing large-scale infrastructure environments while also guiding modernization efforts including cloud adoption, enterprise systems transformation, and emerging technology integration.

Key Responsibilities Enterprise Infrastructure Leadership

  • Provide leadership and oversight for a complex enterprise infrastructure environment including 550+ virtual servers across dual data centers.

  • Support network connectivity and technology operations across 80+ connected facilities via dark fiber infrastructure.

  • Manage enterprise systems built on a Dell / VMware / Microsoft / Cisco technology stack.

  • Ensure high availability, reliability, and security across enterprise platforms and commercial off-the-shelf (COTS) applications.
Cloud Strategy & Technology Modernization

  • Lead initiatives to expand cloud adoption beyond the current 25% cloud footprint and guide the organization toward a modern hybrid infrastructure strategy.

  • Develop roadmaps for modernizing legacy applications and improving infrastructure scalability and resilience.

  • Support modernization of development practices and enterprise application architecture.
AI, Data & Digital Innovation

  • Identify opportunities to integrate AI capabilities into internally developed applications.

  • Enhance enterprise data integration, analytics, and reporting capabilities to support data-driven decision making.

  • Evaluate and implement emerging technologies that improve operational efficiency.
Enterprise Systems Transformation

  • Lead the planning and execution of a major ERP and financial system replacement initiative.

  • Work with cross-functional stakeholders to support system selection, implementation, and organizational adoption.

  • Ensure integration with existing enterprise platforms and operational workflows.
Leadership & Strategic Planning

  • Partner with senior leadership to develop long-term IT strategy and technology roadmaps.

  • Provide leadership and mentorship to IT teams responsible for infrastructure, applications, and operations.

  • Oversee vendor relationships, technology investments, and operational performance.

Qualifications Required

  • 10+ years of progressive IT leadership experience

  • Experience managing large-scale enterprise infrastructure environments

  • Strong understanding of hybrid environments combining on-premise infrastructure and cloud platforms

  • Proven experience leading technology modernization initiatives

  • Experience overseeing complex enterprise software implementations

  • Strong leadership, communication, and stakeholder management skills
Preferred

  • Experience supporting multi-site organizations with distributed infrastructure

  • Experience with ERP or financial system implementations

  • Experience leading cloud transformation initiatives
  • Familiarity with data analytics platforms and AI-enabled applications

Kavaliro provides Equal Employment Opportunities to all employees and applicants. All qualified applicants will receive consideration for employment 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. Kavaliro is committed to the full inclusion of all qualified individuals. In keeping with our commitment, Kavaliro will take the steps to assure that people with disabilities are provided reasonable accommodations. Accordingly, if reasonable accommodation is required to fully participate in the job application or interview process, to perform the essential functions of the position, and/or to receive all other benefits and privileges of employment, please respond to this posting to connect with a company representative.
 
 

Job Requirements

Hybrid
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About Kissimmee, FL

Ready to take your career to new heights near Kissimmee, Florida? Embrace endless sunshine, vibrant culture, and exciting career growth opportunities that await you in Central Florida. From the enchanting landscapes of Lake Tohopekaliga to the lively entertainment options at Disney World, there's something for everyone in this dynamic region. With renowned art galleries like the Osceola Arts and thrilling sports events at the ESPN Wide World of Sports Complex, Kissimmee promises a perfect balance of work and play. Discover your dream job in this bustling area today and let your career shine in the Sunshine State!

What to expect when working with Kavaliro

Just like with our clients, we build our process to meet each individual candidate s needs. Our recruiters take the time to listen to your career goals and ambitions, then work one-on-one with you to help place you in a company that provides the best professional fit.

01

Call us with a detailed overview of your experience, skills, background, and goals. If you are local and prefer, we will set up a face-to-face interview.

02

You will be asked to complete an online assessment form to assess your skill level. At the same time, your references will be checked.

03

Your Kavaliro recruiter will discuss and review potential job opportunities.

04

When you and your recruiter agree on a potential match, you ll be briefed with helpful insight into the client s needs.

05

When you begin your employment tenure with the client, Kavaliro will continue to be there to support you in your career.

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