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This is caused because the RemoteShell process takes longer to be terminated. The platform should still detect it through a DebugEvent.TERMINATE but for some reason it does not. It works with CDI.
What I see is that everything does get terminated, but the launch itself does not show as terminated. If I close the Debug view and re-open it, it causes a refresh and the launch does show as terminated. This seems to happen when any entry in the debug view is selected and we press terminate.
This seems to work for Indigo. I believe it was the fix to Bug 334329 that did it.