The tool-tip generated for FileHandler drag-n-drop may be obtained from a different context where the dropbox poll function is invoked, which could generated an incorrect tool-tip since FileHandlers are polled again in a wrong context. This can be solved by ensuring the same context is used, however the tool-tip could be drawn in different windows. To avoid undefined tool-tips , this generates the tool-tip in place when the dropbox poll function is invoked. Pull Request: https://projects.blender.org/blender/blender/pulls/125037