This study aims to evaluate the patient’s platform of the Take-A-Breath project—a Greek project for personalized respiratory disease support. The pre-pilot usability study, involving 11 participants, employed a mixed-methods approach. While calculated scores indicate overall acceptance, concerns are identified, particularly regarding the learning curve needed for the guided inhalation feature, the application’s core functionality. Users appreciate the feature’s utility and design after repeated use. Findings recommend user manuals and healthcare professional training, providing essential insights for the upcoming RCT.