I would say that this would be very useful indeed, and I'd say 7 votes on a meta request makes it definitely 'trending''.

I'm not sure what is possible or not directly on Askbot, @NealKruis?

If it's not possible, or as an alternate solution in the meantime - instead of using any other upload service such as Dropbox, Google Drive, WeTransfer, etc - you can always use the UnmetHours Slack (see Edit 3 of my answer here regarding how to join), to upload a file, then create a public link to it.

You just have to drag and drop your file to slack, then click on '...' (more) and select 'Create public link'

Then you can just add it to your post:

• Default link: this is a test upload of a zip with one .osm file and 2 images
• or to the download link directly: here