
Gary M
Gary M
Gary Maynard is an IT industry veteran with over three decades of experience spanning roles from IT operator to director. His career has given him broad exposure to a wide range of platforms and technologies including mainframes, client-server architecture, virtualization, cloud computing and more. He currently serves as Director of Information Technology at Crowther Roofing and Sheet Metal. Gary enjoys staying on top of emerging tech trends and figuring out how they can be applied to improve business processes and add value.
Join us for an insightful discussion with IT industry veteran Gary Maynard. With over 33 years of experience spanning mainframe computing, client-server architecture, virtualization, and cloud platforms, Gary shares invaluable perspectives. Learn how IT has evolved over the decades and get Gary’s take on where it’s heading. We cover telling war stories from the IT trenches, the pros and cons of different eras in tech, and thoughts on emerging trends like AI and IoT. Tune in for a thoughtful reflection on the past, present, and future of enterprise IT from someone who’s seen it all.
We review circuit consolidation, contracts, security, outage visibility, billing, and future flexibility to reduce chaos without forcing change.
Navigate through key moments in this episode with timestamped highlights, from initial introductions to deep dives into real-world use cases and implementation strategies.
[00:01:12] Future of Voice Technology
[00:03:20] Volunteer Work Discussion
[00:04:25] IT Career Journey
[00:06:42] Return to Centralized Computing
[00:09:31] Cloud Computing Tradeoffs
[00:10:52] Mobile App for Efficiency
[00:24:06] AI Evolution
[00:28:01] Management Best Practices
[00:33:19] Empathy in Leadership
[00:37:43] Mainframe Experiences
[00:46:10] Physical Server Management
[00:50:32]


You’ve Been Heard is where IT leaders stop being sidelined and start being amplified. We’re the triple-threat platform: podcast, community and vendor-neutral advisory that elevates your voice, your value, and your influence because when IT leaders rise, so does everything else.
© 2026 The you've Been Heard podcast. All rights reserved.