Companies have compliance mandates such as HIPAA (Health Insurance Portability and Accountability Act), GLBA (Gramm-Leach-Bliley Act), and PCI-DSS (Payment Card Industry Data Security Standard) to follow, and the requirements dictate that IT admins must have control over the devices that connect to the network or process company data and communications. A jailbroken iPhone can interfere with the ability to do that.
Schwartau says that the MAD Mobile Enterprise Compliance and Security (MECS) server "can detect jailbreaking within one minute. That's pretty cool. Once this clear violation of security policy is discovered, the MECS managed firewall issues immediate remediation options to the administrator."
Detecting jailbreaking could mean intentional jailbreaking from a user trying to implement the JailbreakMe tool on an iPhone, or unintentional jailbreaking from a malicious attack exploiting similar means to take control of the iPhone. Either way--legal or not--IT admins need tools in place that help to monitor and enforce security policy on the iPhone and prevent users from jailbreaking the device.