Rapid technological change is driving the increased use of personal mobile devices for work purposes in healthcare settings, but there are significant risks associated with the use of personal devices to access patients’ private health information. Employee security policy compliance represents one of the most significant risks to organizational data, and there is a lack of consensus among scholars as to why an employee chooses not to comply with security policies. In a healthcare setting, these risks are even more of a concern as a data breach can lead to consequences as severe as the loss of life. The present study addressed a gap in the scholarly literature by answering the following research question: What factors influence medical professionals to not comply with organizational security policies when using personal mobile devices for work? A descriptive case study methodology was selected, and semistructured interviews were conducted with healthcare professionals using personal mobile devices for work purposes. The population of interest consisted of healthcare professionals working in the United States, and the sample included 13 participants working at a single organization in the South Atlantic region of the United States. Thematic analysis was used to identify patterns and themes within the data and describe the participants’ experiences. Themes that arose highlighted the need for (a) security training awareness to mitigate risks to threats and vulnerabilities, (b) clearly defined mobile device security policies and procedures, and (c) encryption of mobile devices to reduce the risk of malicious attacks. While federal privacy legislation requires technological safeguards and procedures, the present study’s findings indicated that healthcare organizations and employees must do more to bolster compliance when healthcare professionals use personal devices for work purposes.