Harjit Dhaliwal sits down with Denis O’Shea, Founder and CEO of Mobile Mentor, at Microsoft Ignite to talk about what “modern management” looks like when it leaves the slide deck and meets reality. Denis walks through the kinds of migrations his team gets called in for—moving off tools like Configuration Manager (CCM), AirWatch, or MobileIron and into Microsoft Intune—then breaks down the real sequencing: policy alignment (GPO mapping, Conditional Access, baselines like CIS vs Microsoft), “plumbing” the environment, and then making the day-to-day experience better with Windows Autopilot provisioning.
They also get into the operational heartbeat—Windows Update for Business (deployment rings), early adoption realities around Autopatch, and foundational security steps like deploying an endpoint agent (ideally Microsoft Defender, though customers vary). The conversation lands on the emerging need to reconcile data across systems and the hope that AI/Copilot can help teams understand impact, scope policies, and communicate change more sanely.
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The inevitable sequels
Hollywood keeps stretching good ideas into progressively worse sequels. We don’t. These are the related videos—spiritual siblings of the one you just watched—as good or better than this video. Expect callbacks, new plot twists, and maybe even a scene-stealing cameo from a lower third.
