Hello HKHARRIS -
We are not aware of any issues on our end that would prevent your images from reaching eBay appropriately, or displaying accordingly once they have reached eBay.
If the header/gallery image you submitted with a listing is showing up in the header image area and not the gallery image area, it is indicative that eBay was unable to make a copy of the image for display in the gallery for some reason. When you are signed in to your eBay account you should be able to correct this problem in any listings that are affected using the eBay tool here.
Please note that you will need to be logged in to your eBay account to use this tool, and the use of the tool places your request in a queue on eBay so the response time will vary.
If your listing has reached eBay and the Header image (the primary image in the upper left on a listing) is not displaying, please file a support case from under the Help tab of the site letting us know the item number of the affected items so we can look into it further.