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There are two ways to assign tooltips to RadCheckBox, namely setting the ToolTipText property of the ButtonElement, or as in most of the RadControls by using the ToolTipTextNeeded event of RadCheckBox. It is necessary the ShowItemToolTips property to be set to true which is the default value.

Setting the ToolTipText property

this.radCheckBox1.ButtonElement.ToolTipText = "CheckBox tool tip";

Me.radCheckBox1.ButtonElement.ToolTipText = "CheckBox tool tip"

WinForms RadCheckBox ToolTipText

Setting tool tips in the ToolTipTextNeeded event

private void radCheckBox1_ToolTipTextNeeded(object sender, Telerik.WinControls.ToolTipTextNeededEventArgs e)
    e.ToolTipText = "I am a checkbox";

Private Sub radCheckBox1_ToolTipTextNeeded(sender As Object, e As Telerik.WinControls.ToolTipTextNeededEventArgs)
    e.ToolTipText = "I am a checkbox"
End Sub

WinForms RadButtons ToolTipTextNeeded to set ToolTipText

The ToolTipTextNeeded event has higher priority and overrides the tool tips set in the ToolTipText property.

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