This paper presents an experimental study conducted in a full-scale test cell “btga-box” from July until September 2020 at Wuppertal University, Germany. This study focused on evaluating occupant interaction and satisfaction with automated shading systems in office environments, and the underlying thermal and visual conditions under different scenarios to optimize automated shading design and operation for improving occupant comfort and energy efficiency. Six different scenarios were evaluated using several performance metrics. Twenty-eight participants of varying ages, gender, and ethnicity took part in the experiments. After each scenario, the participants were asked to complete a web-based questionnaire to report their behaviour, their perceived thermal and visual comfort, satisfaction, and preferences concerning the performance of automated shading controls. Concurrently, indoor environmental parameters, weather data, and system and user-triggered actions were recorded. The key findings of this study suggest that a robust shading system (i.e., few override actions) can be achieved by: deploying a multi-objective control strategy with an intermediate position, an acceptable range of irradiance thresholds, and a decent level of other adaptive behavioural control options (i.e., window opening, fan usage, and light control). Providing active cooling or ventilation systems (i.e., operable windows, exhaust ventilation, and ceiling fan) can improve user satisfaction with the indoor environment, including shade operation. Using a small window size combined with a high irradiance shade-lowering threshold decreased the user-raising actions by 49% compared to the low threshold. However, energy implications should be considered for further studies since user satisfaction with blind control should be balanced with energy efficiency.