Users accessing Azure Virtual Desktop or Windows 365 Cloud PCs through the Windows App may experience authentication errors and credential prompt failures after installing updates KB5074109, KB5073455, or KB5073724. Microsoft is preparing an out-of-band fix and advises affected users to connect via the Remote Desktop client for Windows or the Windows App Web Client. A minor subset of users may also find the password icon missing on the Windows login screen, an issue since the August 2025 update, for which Microsoft has introduced a Known Issue Rollback for Pro and Home users, while enterprise deployments should implement an updated Group Policy. Microsoft has removed legacy Agere and Motorola soft modem drivers to address CVE-2023-31096, a security vulnerability, which will render hardware reliant on these drivers non-functional after the January updates. Additionally, certificates from 2011 used by many Windows devices will begin to expire in June and October, potentially causing boot issues or loss of access to Secure Boot security fixes for devices not updated with 2023 certificates. A new section for resolved issues has been introduced in the monthly updates, addressing challenges impacting enterprise environments.