Director of AI, Automation & Enterprise Systems

Why DLC?
DLC is proud to be certified as a Great Place to Work and is driven by a strong culture and entrepreneurial foundation. DLC is one of the nation's leading owners and operators of open-air retail shopping centers and has expertise in all facets of commercial real estate. At DLC, our teammates make all the difference and we offer industry-leading training and career development to assure your success.

What We Offer: 

• Compensation and Benefits: 
  • Competitive pay 
  • 401K company match  
  • Medical, Dental, and Vision Insurance  
• Work-Life Balance: 
  • Hybrid work model 
  • 20+ paid days off annually 
  • 13+ paid holidays in addition to PTO 
  • Paid parental leave 
• Career Development: 
  • Industry-leading training and development 
  • Open door policy  
  • Industry trade shows and event access 
  • Mentorship program

Overview
The Director of Enterprise Systems is responsible for leading the company’s technology platform to support business performance, scalability, and execution speed. This role serves as a strategic partner to the business, aligning systems, vendors, and technology investments with company priorities while driving measurable improvements through automation, AI, and system optimization.

Responsibilities

• IT Strategy & Business Alignment

• Own, shape, and execute the company’s IT strategy, aligning priorities with business needs and long-term goals
• Partner with leadership to translate business needs into scalable technology solutions
• Identify and drive opportunities to improve efficiency, decision-making, and execution through systems, automation, and AI

• Systems, Automation & Innovation

• Own the lifecycle of core business systems, including selection, implementation, integration, and optimization
• Drive system enhancements, automation, and AI initiatives that reduce manual work and improve operational performance
• Define and evolve the company’s approach to AI, partnering with leadership to identify high-impact use cases and establish a clear adoption roadmap
• Ensure systems and architecture enable scalable, effective use of automation and AI

• IT Operations & Infrastructure

• Oversee all IT operations, ensuring system performance, reliability, and scalability
• Lead and manage the Systems Administrator, providing direction, prioritization, and oversight
• Ensure effective support, maintenance, and administration of systems, infrastructure, and end-user environments
• Maintain disaster recovery and business continuity capabilities and solutions

• Cybersecurity & Risk

• Develop and maintain the company’s cybersecurity program and risk management approach
• Ensure compliance with SOC1 Type II controls and conduct regular audits and assessments

• Vendor Management

• Manage all IT vendor relationships, including MSPs
• Set expectations, manage performance, and negotiate contracts
• Ensure vendors are aligned with business priorities and delivering value

• Governance & Budgeting

• Manage IT budget with disciplined, ROI-focused decision-making
• Establish IT standards, documentation, and governance
• Track and communicate key initiatives, risks, and performance

 
Soft Skills

• Exceptional leadership and communication skills, with the ability to work effectively across all levels of the organization
• Strategic thinker with a proactive, solutions-oriented approach to problem-solving
• Ability to adapt quickly, shift priorities, and respond effectively to changing business needs
• Strong organizational skills and the ability to manage multiple projects simultaneously
• Commitment to fostering a collaborative and innovative team environment
• Structured, organized, and able to prioritize effectively
• Ability to handle sensitive and confidential information with discretion

Technical Experience

• 5-7 years of experience in IT management, with experience implementing AI or automation initiatives in a business environment
• Strong knowledge of on-premises and cloud-based IT systems, including Microsoft 365 and Azure and business systems (e.g. CRM, ERP)
• Experience evaluating, selecting, implementing, and optimizing business systems and technology solutions
• Expertise in managing Azure Active Directory, policies, and server environments
• Proficiency with network technologies such as firewalls, VPNs, and switches
• Advanced understanding of cybersecurity best practices and tools
• Familiarity with ITIL processes and service management frameworks
• Experience with project management tools and methodologies
• CompTIA Network+ or Security+
• Proven ability to manage budgets, contracts, and vendor negotiations

The expected salary range for this position is between $140,000 and $175,000. The actual compensation will be based on factors such as scope and responsibilities of the position, candidate's work experience, education/training, job-related skills, internal peer equity, market and business considerations and other factors permitted by law.