We have some basic support for native dialog show and dispose conditions on Windows (com.windowtester.runtime.swt.condition.NativeShell{Showing,Disposed}Condition) but that is currently it. We plan to continue to add native support but do not have a timeline. Could you perhaps follow-up to WT Support: wintest-support@instantiations.com? That will open a ticket in our issue tracker and we can follow up with progress there.