Technological advancements have led to the development of numerous orthotics for the physical assistance and restoration of human locomotion. While many challenges remain with respect to the mechanical design of devices it is atleast equally challenging and important develop strategies to control them in concert with the intentions of the user. Custom fit orthotics, while helpful, fail to completely alleviate pain caused by this illness. A major weakness of these orthotics is their inability to adapt to changing conditions, either in the patient or the ground. There are many avenues of improvement like an orthotic device which detect the ulcer occurance symptoms in the patient.The aim of this paper is to develop an orthotic device that can be used with the patient suffering from foot pronation. Our objective is to make a Pressure sensing insole which can be adjusted in shoe to recognize the foot strike pattern, to adapt changes in foot pattern and pressure during walking, standing and to provide pneumatic stiffness control to correct the foot posture. The system is composed of an insole integrated with FSR Sensor that can be fit in shoe, a Pneumatic control for stiffness variation. This paper presents initial design considerations and the evaluation of a proof of concept system for foot pronation.