After completing National Service, Kaiwen was given a second chance at the Temasek Polytechnic where he pursued the Diploma in Cyber and Digital Security. His efforts paid off when he graduated three years later in 2012 and won the prestigious achievement awards in Temasek Polytechnic – Gold Medal for being the Most Outstanding Graduate of the Diploma in Cyber and Digital Security and the Lee Kuan Yew Award for excellence in Mathematics and Science.
A natural leader with far-sighted goals, Kaiwen co-founded the TP-ISACA (Information Systems Audit and Control Association) Student Group and was nominated as President in 2011. This is the first officially recognised ISACA student group in the world outside of the US. While at TP, Kaiwen was also instrumental in organising the industry-recognised annual seminar known as the All 'Bout Security Seminar. He led the student committee and collaborated with organisations such as SITSA, Clearbridge and ThinkSecure.