Adherence to medication remains a problematic concern especially among older adults and those suffering from chronic diseases who have to follow very strict and timely medication protocols. The purpose of this project is to address these issues with an assistive pill box IoT design alongside a sophisticated patient monitoring system. The system incorporates a microcontroller powered pill box which receives medication cabinet management input from infrared sensors as well as inertial measurement units that ensures and validates medication consumption. Alongside this, important measures of health like oxygen saturation and heart rate are also monitored and documented. Information not only is recorded but shared on real time basis to the mobile application which sends accurate and prompt notifications on consumption validation, reminders, alerts for missed doses and low medicine levels. Combining automated pill dispensing, health monitoring, and cloud data storage, the solution aims to enhance adherence to medication protocols, reduce burden on caregivers, improve patients' well-being, and ensure their safety, especially for patients who need constant monitoring and care.