Starting his entrepreneurial career at a very young age, Chhabra was Director at Chanakya Strategic solutions Pvt. Ltd. which provided expertise in bridging the gap between conventional politics with analytics and technology. Post that, he co-founded CRON Systems with a core goal to work towards making people feel safer and using IoT to automate the entire process of border surveillance. He realized the importance of automation after spending six months at the border front and realizing that developing countries would not be able to devote enough resources to man every part of the border and require technology to bridge the resource gap. With this idea, he went on to start CRON Systems which has now developed some breakthrough products in perimeter security that can be customized according to the terrain and end-user requirements.