Images not uploading to Store Setup Wizard

Hello, whenever I am setting up a new store via the setup wizard, when a new image is uploaded, it does not show up until it is tried a second or 3rd time. Once the store is set up, the duplicate images can be found in the stores media library, but the images cannot be uploaded as anticipated using the store setup wizard. Here is a screencast:

https://www.awesomescreenshot.com/video/24945367?key=b6169c227ca590951a602bfc1e07f3bd

Can you please tell me how to have the image visible and selectable during the first upload.

Thanks!