Systems and methods for securely operating web servers, operating systems, etc. Methods of embodiments include creating virtual roots for executive jails and corresponding administrative jails within parent operating systems. Embodiments also include setting privileges associated with each of the executive jails to disk read-only. Moreover, administrative jails are hidden from executive jails and the parent operating system is hidden from both sets of jails. Also, the methods include cross mounting user configuration information and/or applications from the administrative jails and in to the corresponding executive jails. Methods can include password protecting the administrative jails and/or restricting the executive jails from initiating outbound communications. Methods can also include storing security related syslog data in locations associated with parent file structure of the parent operating systems. Methods can also include storing web log related syslog data in locations associated with the administrative jails thereby providing, as desired, compliance/auditing reporting functions.