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John Gruber

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Written by John Gruber Published on Jan 16, 2026 Last Updated on Jan 16, 2026

I'm John Gruber. Founder of Gitbit. I enjoy technology and focus on Microsoft products. I'm not really one to talk about myself, so I asked Copilot to whip this up.

I’m a seasoned Collaborative Applications Engineer and Microsoft 365 specialist with nearly two decades of experience designing, deploying, and optimizing enterprise cloud solutions. My career has been shaped by a passion for simplifying complexity, elevating productivity, and helping organizations get the most out of modern Microsoft technologies. From the early days of on‑prem Exchange and VMware environments to today’s AI‑powered workplace with Microsoft Copilot.

For the past eight years at TierPoint, I’ve been part of an elite Collaborative Application Engineering team that thrives on solving large‑scale, technically demanding challenges. From multi‑tenant Microsoft 365 migrations involving thousands of users to hybrid IT and co‑location deployments, I’ve worked across the full spectrum of Microsoft and infrastructure technologies: M365, Exchange Online, IIS, RDS, virtualization, load balancing, and more. I love the diversity and intensity of the work and the opportunity it provides to blend deep technical expertise with hands‑on problem‑solving.

Before TierPoint, I served as a Senior Cloud and Virtualization Engineer at Business & Decision North America, designing enterprise cloud architectures and leading Office 365 and System Center implementations. My work centered around cloud strategy, migration planning, hybrid deployments, and disaster recovery, helping organizations bridge the gap between legacy systems and modern cloud capabilities.

I started my career at TECHBLDRS as an IT Service Manager, where I built and led service delivery teams, managed full-stack Microsoft environments, designed VMware infrastructures, orchestrated migration projects, and developed the foundational customer-first and engineering-first mindset that still shapes my work today.

Over the years, my focus has evolved toward Microsoft 365 modernization, automation, and, most recently, Microsoft Copilot. I’m passionate about AI’s role in transforming how people work, and I’ve been deeply involved in deploying, governing, and maximizing the value of Copilot across real enterprise environments.

At my core, I love technology, I love learning, and I love making complicated things feel simple. Whether I’m architecting a large-scale migration, modernizing a collaboration environment, or helping an organization embrace AI and Copilot, I’m driven by a desire to create clarity, enhance productivity, and deliver solutions that genuinely make people’s work easier.

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