Your AI assistant says you can't unbundle Microsoft. Check the premise.
Blog post from Fleet
An AI-assisted cost comparison for moving a 1,000-person company away from Microsoft 365 device management initially added $84,000 annually for Entra ID P1, correctly calculating the price but incorrectly treating Microsoft’s Autopilot and automatic enrollment route as the only option for Windows device enrollment. The account explains that Fleet can be installed by manufacturers such as Dell, Lenovo, or HP before shipment, allowing devices to enroll when first connected without Entra automatic enrollment or Autopilot, although this approach has identity-related trade-offs and does not join devices to Entra ID. After this correction, the assistant revised its estimates and concluded that unbundling Microsoft services could save roughly $64,000 to $132,000 per year at assumed July 2026 list prices, before including the cost of a replacement device-management platform. The central lesson is that AI-generated financial analysis should be checked for underlying assumptions as well as arithmetic, with users asking what feature and license require each cost, whether alternatives exist, and whether cited prices match current Microsoft pricing and their own agreements.
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