Alex Cherry

Lead Systems Administrator @ Milliman

About Alex Cherry

Alex Cherry serves as the Lead Systems Administrator at Milliman, where he leads a team managing server and network infrastructure. With extensive experience in designing complex infrastructures for large enterprises, he has held various technical roles across multiple organizations since 2002.

Work at Milliman

Alex Cherry has been serving as the Lead Systems Administrator at Milliman since 2021. In this role, he leads a team of three staff members responsible for managing the server and network infrastructure for Milliman's Benefit Resource Center practice. He utilizes a Microsoft-centric technology stack, specifically running Hyper-V on Windows Server. Alex focuses on driving teams towards automation and modernization projects, aiming to reduce human error through automated processes.

Previous Experience in IT

Prior to his current position, Alex Cherry held various roles in the IT industry. He worked as a Microsoft Systems Engineer at DART (Dallas Area Rapid Transit) from 2019 to 2021. His earlier experience includes positions such as Senior Systems Administrator at U.S. Money Reserve from 2012 to 2016, and Windows Engineer III at RealPage, Inc. from 2017 to 2019. He has also worked in roles such as Network Engineer at GCS Technologies, Inc. and Systems Administrator at Multimedia Games.

Education and Expertise

Alex Cherry studied at Austin Community College, where he achieved a background in Music Business, Physics, and Management Information Systems from 2004 to 2006. He also holds a Master of International Studies from the same institution. His expertise includes designing complex infrastructures for billion-dollar enterprises and extensive experience with technologies such as Windows Server, VMware vSphere, and Docker.

Leadership and Team Management

In his role at Milliman, Alex Cherry emphasizes the importance of creating camaraderie and cohesive teams. He leads his team with a strong focus on agility, enabling them to respond effectively to complex challenges. His leadership style is centered on fostering collaboration and driving the team towards successful automation and modernization initiatives.

Career Timeline

Alex Cherry's career spans multiple roles and companies. He began as a Systems Administrator at Multimedia Games in 2004 and has since held various positions, including Senior MoPAC Analyst at Hewlett Packard and Systems Architect at Harris and Harris. His career includes significant roles at companies like Verizon Business, PPD, and ShoreTel, showcasing a diverse range of experiences in systems administration and engineering.

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