Contemporary assistance systems support a broad variety of tasks. When they provide information or instruction, the way they do it has an implicit and often not directly graspable impact on the user. System design often forces static roles onto the user, which can have negative side effects when system errors occur or unique and previously unknown situations need to be tackled. We propose an adjustable augmented reality-based assistance infrastructure that adapts to the user’s individual cognitive task proficiency and dynamically reduces its active intervention in a subtle, not consciously noticeable way over time to spare attentional resources and facilitate independent task execution. We also introduce multi-modal mechanisms to provide context-sensitive assistance and argue why system architectures that provide explainability of concealed automated processes can improve user trust and acceptance.