Hello Vince Ockerman,
Basically, you may define a ToolTip for displaying particular text. You may take a look at this article for a reference. Considering the second scenario, it is a bit more complicated and depends on your specific requirements. What you may try is to create a separate user control and set the buttons you require inside. Afterwards, you may handle the MouseEnter event of the grid, verify whether the underlying object is of type GridViewRow and display a Popup, whose child is the user control you have created.
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!