A communication system adapted to allow participants, during a collaboration event or session, to ask questions while also serving up or providing relevant context to the presenter. This can be done by the participant clicking anywhere on the screen of their display on their client device during an online presentation and then presenting their question (e.g., typing or otherwise entering their input) about that particular portion of the presentation. When a user clicks on their screen during the presentation, a new dialog will open with a screenshot of the point of the presentation that occurred as well as a dialog box to type in a question. When the participant submits their question, a question report can be created and sent to the server. This report may include a user identifier (ID), a timestamp of when the screenshot was taken, the coordinates of the click/selection location, and the question itself.