A system and a method are disclosed that enable sidebar conversations between two or more attendees that are participating in a primary or main meeting. The sidebar conversation occurs in conjunction or concurrently with the primary meeting. A first attendee provides commands to indicate a desire to initiate a sidebar conversation and information about a targeted attendee. The commands are analyzed to determine if a trigger phrase is included. The commands are analyzed to determine if there is an identification of a second (targeted) attendee, who is currently participating in the main meeting. If the second attendee is available, then the sidebar conversation is initiated. Additional attendees can be added to the sidebar conversation. Additional independent and simultaneous sidebar conversations can be initiated (by attendees currently participating in the active sidebar conversation), thereby allowing one attendee to conduct multiple simultaneous sidebar conversations while being able to switch between them.