New technologies often pose difficult regulatory dilemmas in the field of law. Additionally, the creeping codification of international law and proliferation of international organisations may further contribute to the possibility of legal dilemmas to occur. The digital revolution and convergence of different technologies may be another factor in this trend, one that requires a greater consistency of the regulatory framework through better coordination between different legal fields or regimes. Overall, the regulatory challenges caused by the complexity of the present regulatory environment have given rise to a number of regulatory paradoxes, which will be briefly discussed and analysed with the goal of their possible solution.