In recent years, Earth Observation (EO) technologies have surged in an attempt to better understand the world we live in, and exploit the vast amount of data that can be collected to improve our lives. The field of EO encompasses a broad array of technologies capable of extracting information remotely, in a process called Remote Sensing (RS). CubeSats are causing a revolution in the RS field, and are becoming a really important contribution to it. The lack of testing and preparation are common in CubeSat EO missions due to the low budgets they usually suffer from. A successful CubeSat EO mission must supply the lack of size or funding with properly tested components and environments. In this document, emphasis will be given to preemptive approaches such as studying the performance of Commercial Off-The-Shelf (COTS) Global Positioning System (GPS) receivers and the development of simulators for highly dynamic environments This topic will be expanded upon by introducing the problematic of simulating such signals for testing, and the possible countermeasures to Radio-Frequency Interference (RFI) that threatens the success of the mission. Finally, a new S-Band Ground Station will be built to provide access to this band for future CubeSat missions. All of the above will provide a holistic view on some of the hot challenges that EO faces, and multiple future research paths that open with the recent rise of New Space technologies.