Regulating the digital economy becomes tougher due to its cross-cutting nature, which causes regulatory overlaps. Further, the difficulty intensifies due to the lack of regulatory procedures. The Discussion Paper highlights several reasons that cause regulatory uncertainty for digital businesses, including lack of regulatory framework, excessive delay in enacting regulations, the arbitrary approach of regulators, suboptimal or ambiguous design, incorrect interpretation and failure in effective and efficient implementation. The paper analyses how regulatory uncertainty caused due to these factors affects the digital business from different sectors such as ecommerce, online gaming, ed-tech and fintech.