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Hello,
RadToolTip has a default z-index of 8000 and the picker's popup defaults to 5000, as listed in the documentation: http://docs.telerik.com/devtools/aspnet-ajax/controls/controlling-absolute-positioning-with-z-index.
Another, JavaScript based approach that also treats such popup controls in the tooltip is shown in the following KB article: http://www.telerik.com/support/kb/aspnet-ajax/tooltip/details/radcontrols-with-a-popup-(radcombobox-raddatepicker)-in-radtooltip-integration-behavior.
The easiest approach is to adjust the tooltip's z-index to fit your needs as shown at the bottom of the first article, for example:
<
telerik:RadToolTip
ID
=
"RadToolTip1"
runat
"server"
Style
"z-index: 4000;"
></
>