Presented herein are techniques in which a conference endpoint receives a request to share content generated by a user device with one or more participant devices. The user device is connected to the conference endpoint and the conference endpoint is participating in a communication session with the one or more participant devices. The conference endpoint detects one or more windows displayed on a display of the conference endpoint; receives a selection of a first window; and shares contents of the first window with the one or more participant devices. The conference endpoint detects that a second window is overlapping the first window such that a first portion of the first window is covered by a second portion of the second window; and performs one or more actions with respect to the second portion of the second window.