Issues with uploading my Legacy Gedcom to Ancestry.

I decided to upload my Legacy gedcom to Ancestry.com. The media files don't seem to transfer (other than the information about them), so I uploaded it all to Family Tree Maker. It is currently syncing to Ancestry, but I noticed that there are multiple copies of the media images on FTM. Does that mean I saved them wrong in Legacy? For example, I'm pretty sure I only attached the 1900 census image to someone once when doing the source and then again in the event. For some reason there are 8 copies of it in FTM and maybe in Ancestry, not sure yet. I can delete them, but is there a way to prevent this from happening.