In some embodiments, a non-transitory processor-readable medium includes code that causes a processor to receive, at a compliance device, a message from a source communication device addressed to a destination communication device. The code causes the processor to analyze at a context engine, the content of the message to determine a first risk level associated with a preference of an organization. The code further causes the processor to analyze at a regulatory engine, the content of the message to determine a second risk level associated with a regulatory standard of a specific industry and to define a composite risk level based on the first risk level and the second risk level. The code further causes the processor to send a notification to an administrator if the composite risk level satisfies a criterion, and to send the message to the destination communication device irrespective of the composite risk level.