Director of IT & Business Systems

Title: Director of IT & Business SystemsThe Management Group is seeking an experienced Director of IT & Business Systems to lead technology strategy, infrastructure, and enterprise systems across a growing multi-entity property management organization. This role oversees all IT operations, cybersecurity, cloud infrastructure, and business systems while partnering closely with executive leadership to improve efficiency, reporting, and long-term technology scalability.Who This Role Is Not ForThis role is not intended for entry-level IT professionals or candidates whose experience is limited to help desk or system administration responsibilities. We are specifically seeking candidates with senior-level IT leadership experience, a strong infrastructure background, and a track record of managing enterprise systems, cybersecurity, and technology strategy.This position is ideal for a technology leader who can balance strategic planning with hands-on execution, modernize systems, and leverage automation and emerging technologies to improve operational performance.Key ResponsibilitiesDevelop and lead a multi-year IT strategy aligned with company growth, operational efficiency, and security objectives. Serve as a trusted advisor to executive leadership by translating business needs into scalable technology solutions.Oversee the performance, reliability, and integration of core business platforms including property management systems, accounting systems, HR systems, document management tools, and collaboration platforms. Identify opportunities to strengthen operations through system integrations, automation, and improved data accessibility.Lead all IT infrastructure including cloud services, networking, Wi-Fi, endpoints, servers, telephony, and mobile device environments while maintaining a strong cybersecurity posture across the organization.Manage IT vendors, technology budgets, and major system implementations. Ensure reliable IT service delivery across multiple locations while establishing service standards and improving internal support processes.Partner with Finance and Operations to enhance enterprise reporting, automation, and data visibility, helping leadership make faster and more informed decisions.Lead, mentor, and develop members of the IT team while fostering a culture of accountability, innovation, and strong service orientation.Minimum Qualifications10+ years of progressive experience in IT leadership, infrastructure management, or enterprise technology operationsExperience leading IT in a multi-site or multi-entity organizationStrong expertise in:Microsoft 365 and Entra IDHybrid cloud environmentsInfrastructure and networkingCybersecurity frameworks and data protectionEnterprise systems managementExperience managing IT vendors, technology budgets, and enterprise system implementationsAbility to clearly communicate complex technical concepts to non-technical leadershipBachelor's degree in Information Systems, Computer Science, or related field (or equivalent experience)Preferred QualificationsExperience with automation platforms, Microsoft Power Platform, or workflow toolsExperience with business intelligence or enterprise reporting systemsExperience with virtualization environments or enterprise RMM/PSA toolsIndustry experience in property management, real estate, or service-based businessesProfessional certifications such as ITIL, CISSP, CISM, or PMPIf you are an experienced IT leader who enjoys building scalable systems, strengthening cybersecurity, and helping organizations operate more efficiently through technology, we encourage you to apply and join us in shaping the future of our technology infrastructure.J-18808-Ljbffr