Josh Siddon

About Josh Siddon

Driven and visionary executive leader with a passion for leveraging technology to drive business growth and innovation. I bring a proven track record of turning IT organizations into strategic powerhouses by integrating advanced architectures— including Microsoft Copilot, generative AI, MCP servers, and automated workflows—into core business operations.As a seasoned C‑level leader across CIO, CTO, and CISO roles, I have consistently aligned technology strategy with organizational objectives, delivering measurable business outcomes in the multi‑family housing industry. My expertise spans AI architecture, digital transformation, cloud modernization, cybersecurity, and enterprise IT alignment.I have successfully led large‑scale technology organizations through significant transformation, including- Designing and implementing AI‑driven architectures to automate operations, accelerate decision‑making, and improve service delivery- Deploying Copilot and MCP server ecosystems to modernize legacy applications, streamline IT processes, and create scalable infrastructure-as-code environments- Executing cloud migrations and ERP modernizations that improve resilience, performance, and scalability- Turning around underperforming IT teams, reshaping them into agile, high‑performing units focused on innovation and customer experience- Achieving substantial cost savings through strategic vendor negotiations, automation, and process optimizationCollaboration and cross‑functional leadership are central to my approach. By partnering closely with executive teams, I drive operational excellence while ensuring technology investments directly support business growth and customer satisfaction.I am also an active contributor to the broader technology community through advisory roles, board service, and leadership positions in organizations such as the Society for Information Management.If your organization is seeking an executive who can lead AI adoption, accelerate digital transformation, and architect next‑generation technology platforms, I welcome the opportunity to connect. Let’s explore how intelligent automation and modern IT strategy can unlock your next stage of growth.

Experience

1. Vice President IT Architecture

   MAA

   Feb 2023 — Present · Germantown, TN, US

   In my capacity as the VP IT Architecture, I collaborate closely with executive management to execute the organization\'s long-term digital transformation strategy. I am responsible for devising and executing the transition to Microsoft Azure as our Infrastructure as a Service (IaaS) solution. I also engage with the operations team to coordinate vendor collaborations for designing and implementing a Managed Wi-Fi solution across our company\'s portfolio. Additionally, I work in tandem with the Infrastructure Team to implement a standardized NAC Meraki stack across all company properties. My role involves the design, implementation, and ongoing maintenance of network architecture for over 300 multi-family properties, guaranteeing optimal connectivity, security, and scalability. I have developed and executed technology strategies aligned with our business objectives, propelling the organization\'s digital transformation efforts. As part of my responsibilities, I oversee network infrastructure projects, ensuring they are completed in a timely manner while staying within budgetary constraints and adhering to industry standards. Collaborating with the cybersecurity team, I play a pivotal role in the implementation of robust security measures to safeguard sensitive data and ensure compliance with regulatory requirements. Additionally, I manage vendor relationships for network infrastructure procurement, installation, and ongoing support. I maintain a close collaborative relationship with cross-functional teams, gaining insights into their network requirements and providing valuable technical expertise. levant changes.

Education

• Colorado Technical University

  Bachelor of Science - BS, Business Administration and Management, General

Skills

• Product Development
• Symantec Endpoint Protection
• Servers
• Backup Exec
• Gambling
• Ilife
• Disaster Recovery
• Data Mining
• Ibm as/400
• Quality Assurance
• G5
• After Effects
• Acsc
• Hp Server Hardware
• Security
• Troubleshooting
• Project Management
• Hotsos
• Team Building
• Aix Administration
• Saflok
• Microsoft Sql Server
• Dell Poweredge Servers
• Software Design
• Stratton Warren
• Vmware Fusion
• Infogenesis
• Project Delivery
• Ms Project
• Os X
• Gaming Industry
• Mac Os X
• Executive Management
• Windows Server
• Business Planning
• Oasis
• Acronis True Image
• G4
• E-Commerce
• Apple Remote Desktop