A method is provided in one example embodiment and includes receiving a request at a communication broker for a communication session to involve a first endpoint and a second endpoint, where the communication broker includes a processor and a memory element. The method may also include evaluating first calendar information for a first end user associated with the first endpoint and second calendar information for a second end user associated with the second endpoint. The method may also include reconciling the first calendar information with the second calendar information to provide a time slot for the communication session. Additionally, the method may include mapping first end user data to a first identity associated with the first end user, where the second endpoint is shown the first identity, and where the first end user data associated with the first endpoint is hidden from being shown to the second endpoint.