The TENSOR and SAINT projects, funded under the European Commision's financial instrument Horizon 2020, are developing cutting edge technologies and technical tools to fight serious and organised crime on the web. These projects are examined as a showcase to highlight the fact that technological advancements do not always adhere to Legal and Ethical Requirements. Compliance with a complex framework, consisting of European Union Regulations, Directives, National Laws, International Regulations and policies is mandatory for all cybercrime fighting solutions. The necessity of a harmonized regulatory framework for Law Enforcement Agencies across all member states is emphasized, especially in cases of cross-border cooperation. Current operational procedures of European cyber security practitioners are examined for similarities, legal adherence and effectiveness to suppress evolving cybercrime.