Method and System of Synchronizing Communications in a Communication Environment

A method of and system for enabling synchronous communications between a sender and a recipient of a message may include receiving the message from the sender via a user interface of a communication application or a service, where the message is intended for the recipient. Upon receiving the message, the method may determine via a processor, if the message includes a question. When the message includes a question, the method may determine via the processor, if a response to the question is received from the recipient within a predetermined time. After determining that the response is not received within the predetermined time, the method may examine at least one of: a presence status indicator associated with the communication application, an activity indicator, a calendar, an out of office indicator, and a to do list to determine an availability of the sender to engage in a communication with the recipient via the communication application. The method may then enable display of a notification to the sender based on the determined presence of the sender, the notification being displayed to the sender via a user interface element displayed on a sender's client device, where the notification includes a reminder about the question.