Transfer a non builtin image with EAM to another gateway

I have a project that I push to multiple gateways, but I can’t figure out how/where to save images so that they will also be sent with the project. So when I add a new image into the image management and then send the project, none of those images send and all of my links break on the new gateway. It’s pretty trivial to hop onto that gateway and add them, but it is also irritating.

Any help?