New health technologies bring hope for a better and more efficient process of care. However, the use of new instruments entails new doubts on efficacy and safety. Verizons 2018 Data Breach Investigation Report found out that the healthcare sector was the most affected one by personal data breaches, accounting for 24% of all found breaches. Researchers at Stanford University calculated that about 88% of all data breaches are caused by human error. This study aimed to investigate this topic by collecting results of a survey on cyber security in the workplace among resident doctors of the IRCCS Policlinico Gemelli. Based on previously published and verified works, this survey followed a cross-sectional study approach. Sixty-three correct statements related to knowledge, behavior, and attitudes of resident doctors were submitted. Doctors were invited to answer whether they didn’t know, agreed, or disagreed with the stated sentence. Zohosurvey®, an online service, was used to deliver the file link, and to take attendance and collect data. Fifty resident doctors answered to the invitation. All responders gave feedbacks to all 63 questions. The behavior section saw the highest number of shared “agree” answers, especially regarding the need not to post content related to work on social media(88.46%) and to use different passwords for different accounts(88.46%). Similarly, the attitude section registered a high number of “agree” answers, especially regarding social networks, in particular referring to avoiding to post sensitive material(88.46%) and the importance not to use the same password for social networks and work mails(88.46%). A high number of “disagree” answers related to the knowledge section. This survey highlighted how, although good behaviors and attitudes towards cyber security already exist among responders, there is the need to focus on knowledge, with lessons and educative material to fill the gap which brought to such unsuitable answers among responders.