As I was finally getting started on my exploration of what is dragging in awt stuff, the use of -H:+PrintAnalysisCallTree helped me to find the https://github.com/clj-commons/rewrite-clj/issues/165. The clue was not from the content of the files that the option generated, but because the files generated by the option were including a new subdir under reports. Which was weird to me. It was then that it slowly dawned on me that maybe Windows native-image does not always consistently grok when a dir is included in the -H:Name option. So I’ve moved the dir portion to -H:Path and now things work under Windows. https://github.com/oracle/graal/issues/3882#issuecomment-966812970.