Too many incidents related to “ransomware” in North East of Italy. Companies needs to understand how to protect themselves and ensure continued access to the digital data. The damage of a cyber incidents exceed the threshold of US $ 25mil. Safe rating of Intangible Assets of a company need enhancement of the cyber risks insurance market. But a weak competence require clarification on this topic. The research intent was to identify the real risks and digital vulnerabilities in companies. We have done an evaluation of typical insurance products on IT risk and we have made a CIO/CISO Survey. The final scope was a guideline for approacing the problem of outsourcing Cyber Risk Protection.