Only a single tooltip might be visible at any given time. This behavior is by design and will not be changed as changing it would defy the purpose of the control.
The purpose of a tooltip is to provide additional information for a given element. It is not meant to be used as a popup control or as a draggable panel. For this purpose we provide RadWindow and RadDock controls. Both of these controls allow more than one visible element of the kind on the page.
Our suggestion is to consider using RadWindow, RadDock or the new RadNotification controls and to choose the one which is closest to your needs.
the Telerik team
Register for the Q2 2011 What's New Webinar Week. Mark your calendar for the week starting July 18th and book your seat for a walk through of all the exciting stuff we will ship with the new release!