John May

About John May

IT infrastructure and security leader with a track record of building reliable, scalable platforms that support growing organizations and distributed workforces.I currently lead infrastructure, security, and compliance operations supporting multiple business units within a national organization. My focus is on delivering stable, secure IT environments while aligning technology decisions with business strategy and operational efficiency.My experience spans enterprise infrastructure architecture, cloud platforms, cybersecurity, compliance frameworks including HITRUST, and the operational leadership required to run modern IT environments. I lead and mentor high-performing teams while driving improvements in reliability, security posture, and operational maturity.Areas of focus include:• IT Infrastructure Strategy• Cybersecurity & Compliance (HITRUST)• Cloud & Hybrid Platforms• Enterprise Systems Architecture• IT Operations & Service Delivery• Building and mentoring high-performing technical teamsI enjoy solving complex infrastructure challenges and helping organizations scale their technology platforms to support growth.

Experience

1. Senior IT Systems Leader - National Pharmacy Team

   Brown & Brown

   Jan 2023 — Present · Milwaukee, WI, US

   Lead the IT infrastructure organization supporting a national remote workforce within a HITRUST-regulated environment, overseeing cloud infrastructure, cybersecurity, and end-user computing.Key Contributions• Lead and mentor a 5-person team responsible for cloud computing, security and compliance, help desk operations, and end user computing• Expanded infrastructure responsibility in 2023 to support multiple Brown & Brown subsidiaries, significantly increasing the scale and complexity of infrastructure operations supporting a national remote workforce• Architect and maintain hybrid cloud infrastructure in Microsoft Azure, delivering secure and highly available platforms supporting enterprise operations and client-facing systems• Direct infrastructure security and compliance initiatives, successfully maintaining HITRUST certification across multiple audit cycles with zero corrective action plans (CAPs)• Established operational standards, documentation, and infrastructure governance practices, improving system reliability, support efficiency, and service consistency across multiple subsidiaries• Manage vendor relationships and technology procurement, overseeing evaluation and selection of infrastructure platforms supporting enterprise cloud, security, and networking initiatives• Partner with executive leadership to align infrastructure strategy with business expansion and service delivery goals

Education

• St. Norbert College

  BM, Music Education

  1994 — 1998

Skills

• Databases
• Troubleshooting
• Project Management
• Infrastructure
• Wan
• Firewalls
• Sharepoint
• Cisco Technologies
• Leadership
• IT Management
• Microsoft Exchange
• Management
• IT Service Management
• Networking
• Crm
• Voip
• Active Directory
• Windows Server