Tool tips will appear under the content of two nested menu anchors. This occurs because of the 'Should Defer Painting After Window Content' option, enabled by default. The second defer will cause content to be nested on top of the tooltip presenter.
This can happen because the popup containing the STooltipPresenter is within the same SOverlay as the canvas in which content is drawn.
There's no existing public thread on this issue, so head over toAnswerHub just mention UE-43842 in the post.