IT Director - Hybrid

Overview

Our direct client, a mid-sized commercial real estate owner-operator is seeking an IT Director to lead and evolve its internal technology function. Reporting to executive leadership, this role will transition IT from a traditional support model to a more strategic, forward-thinking function, with a strong emphasis on technology optimization, scalability, and AI enablement.

This is a highly visible, hands-on leadership role offering the opportunity to own the full technology stack, shape IT strategy, influence business decisions, and modernize a complex environment while delivering tangible AI-driven impact within the first 60 90 days.

Key Responsibilities

• Define and execute the organization s IT strategy and roadmap, aligning with long-term business goals and growth plans
• Take full ownership of the enterprise technology stack, including evaluation, consolidation, and optimization of systems to improve efficiency and scalability
• Drive AI enablement initiatives, identifying and implementing practical AI solutions (e.g., ChatGPT, Copilot) with an emphasis on near-term business value and quick wins
• Evaluate and recommend new tools, platforms, and enterprise solutions to enhance operational effectiveness
• Oversee IT infrastructure, network, and security, partnering with a managed service provider (MSP) while building toward stronger in-house capabilities
• Lead vendor management, including software providers and IT service partners, contract negotiation, and performance oversight
• Provide strategic and technical decision-making support for more complex IT initiatives and business needs
• Oversee and mentor internal IT resources, including a Systems Administrator responsible for day-to-day support (hardware, help desk, onboarding, system access, etc.)
• Collaborate with executive leadership on 3 5 year strategic planning, ensuring IT is positioned to support organizational growth
• Support and enhance core business systems, including custom workflows and operational platforms tied to leasing, approvals, and financial processes

Qualifications

• Proven experience leading IT functions in mid-sized or complex environments, with full ownership of systems and infrastructure
• Strong experience within a Microsoft ecosystem (Windows Server, O365, Azure)
• Hands-on experience managing and optimizing enterprise applications and tech stacks, including consolidation initiatives
• Demonstrated success driving IT strategy, digital transformation, and modernization efforts
• Experience working with and managing MSPs and third-party vendors
• Solid understanding of IT infrastructure, security, and network management
• Experience mentoring or managing technical staff (e.g., Systems Administrators)
• Strong communication skills with the ability to interface across technical and non-technical stakeholders
• Ability to operate both strategically and hands-on, especially in a lean IT environment

Required / Core Technical Experience

• Experience working in a fully Microsoft-based environment
• Experience supporting and managing Microsoft Dynamics (including customized CRM workflows and business process automation)
• Familiarity with enterprise system integrations and data flow across platforms

Preferred / Nice-to-Have Experience

• Experience with MRI Software (ERP/accounting platform commonly used in real estate environments)
• Exposure to tools such as Power BI, Spreadsheet Server, and other reporting/analytics integrations
• Familiarity with AI tools and licensing models (e.g., ChatGPT, Microsoft Copilot) and experience driving adoption within an organization
• Experience in commercial real estate, asset-based businesses, or shopping center operations
• Understanding of data/reporting structures (e.g., ERD concepts)

Work Environment & Benefits

• Hybrid Flexibility: 4 days onsite, with flexibility based on business needs
• High-Impact Role: Direct visibility with executive leadership and influence on company direction
• Ownership & Autonomy: Full responsibility for the IT function and technology decision-making
• Growth Opportunity: Opportunity to build, modernize, and scale IT capabilities in a growing organization
• Collaborative Culture: Strong cross-functional partnership across business and technology teams

Apply today for immediate consideration! This is an immediate interview and hire opportunity.

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