This article provides an overview of the prevalent struggle in cyber security among ASEAN member states. The author examines the current cyber security problems faced by ASEAN and the factors contributing to their recurrence. ASEAN’s potential GDP growth brought by its rising digital economy is at stake. The region is at a risk of losing billions of dollars over the next few years if no improvements shall be made in the current cyber security structure of the region. The major cyber security incidents in the Southeast Asian region are analysed and the struggle of the governing bodies are revealed. Comparative case studies of cyber threat incidents in Singapore, Myanmar, and Vietnam are performed, showing attacks ranging from small business to giant establishments such as airport and hospitals. The priority level of cyber security highly vary per member state, ranging from Singapore’s top cyber security spending allocation to negligible budgets and awareness in Cambodia and Laos. There is a blatant lack of exp