Ongoing research with The International Technology Alliance in Distributed Analytics and Information Sciences (DAIS-ITA) aims to enable secure, dynamic, semantically-Aware, distributed analytics for deriving situational understanding in future coalitions. This paper sets out an example military scenario and operations in a future time frame, to capture the expected battlespace context and key future challenges. Key considerations involve complex multi-Actor situations, high complexity information, high tempo processing, all within human-machine hybrid-Teams. The coalition composition of these teams is critical and all resources will be constrained. A phased operation is proposed across rural and urban operation involving a range of ISR sensors and autonomous devices. All these are subject to enemy action and perturbation and must be used across a highly contested and congested electromagnetic spectrum. Agile command and control is required across the coalition with information arriving from multiple sources and partners that may also be utilised for learning.