Aaron,
According to the InnerWebs, IOS converts HEIC into JPEG automatically for uploads like this. Sorry, the forum will not accept HEIC. It is not a commonly used format for pictures, on any forum or internet site, it is proprietary Apple.
Your Apple device(s) should have a settings change in both Camera and in Photos to automatically enable the JPEG uploads. Look for HEIC converter settings on Google.
Sorry, we can't help. Apple is in a world all their own
Paul