A “connected battlespace” (CB) aims to leverage emerging technologies, such as low Earth orbit satellites, internet of things devices, cloud computing, and artificial intelligence, in order to collect, process, and disseminate large quantities of data in real time, thereby providing decision-makers with the ability to respond to threats faster and with more precision. Despite its promise, as a concept, a CB is still misunderstood, underdeveloped, and understudied. In an effort to fill this gap, this policy brief describes several key findings derived from an expert stakeholder workshop that the authors convened in July 2020. Workshop participants probed several questions about the development of Canada’s CB infrastructure, touching on a number of themes, including alliance partnerships, emerging technology, procurement, national security, and defence strategy. Our article synthesizes and analyzes key discussions held during this workshop.