@UnmitigatedPersona
This can be a little tricky b/c CS image upload scrubs the metadata from the photo and that messes with it in various ways. Check the Posting Content/Media files p. of the Users Guide.
https://help.counter.social/en/latest/posting-content.html
@UnmitigatedPersona
2/ I've had problems uploading saved photos from my iPhone. Try this: select photo from camera roll and send to yourself in a text message; look at the options in the photo file and turn off location &meta data before sending the text, Then save the photo and upload the saved (newly edited) version. Sometimes that works.