The large fires that have occurred in recent years around the World have shown that the management of these events becomes much more difficult when the extension of the burnt area or the location of the fire fronts, among other fundamental information for those managing operations in theatre, is not known. In addition, the large involvement of firefighting resources often challenges the operability of the communications system, sometimes making it dysfunctional or with limited operability. This was a reality seen in several large fires, from which we highlight the Fire of Pedrógão Grande that occurred in Portugal in June 2017. Aware of the need to improve operational technology for fire monitoring, the Eye in the Sky Project has been developed. Our approach within this project is to design and develop an easy to deploy kit that can be launched from anywhere and fulfil these needs, providing quality real-time aerial imagery of the wildfires and guaranteeing emergency communications. The proposed solution consists of a high-altitude balloon that will carry a flying wing unmanned aerial vehicle with two different high-value types of payloads that meet these two specific functions of imagery collection in the visible and infrared ranges and communications repeater. The authors like to refer to the Eye in the Sky solution as a satellite dedicated to a specific fire. Naturally, the development of such solution raises several challenges, particularly in terms of the operational functioning of this solution, the optimised use of the balloon/glider pair with the associated payload, the capture, automatic detection of the fire images and their georeferencing, and the communications system between the payload, the ground station and the users in the command centre. The several challenges that have arisen in the development of this solution, as well as the current developments, are hereby exposed.