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I've seen a few issues in Cloud where when attaching an image either to Confluence or Jira, the EXIF rotation information wasn't being honored.
Could you let me know, did you take this photo with a phone, and can you show me the EXIF information for it?
For example, on macOS, open the file in Preview, select Tools > Show Inspector > More Info > EXIF and screenshot that information.
For Windows, you can have a look at this article for information on how to get your EXIF information.
Thank you for confirming that.
I've been able to replicate the same using a vertical image from both an iPhone and an Android phone, and in both cases it displays sideways.
I went into my iPhone, edited the image very slightly (in my case by increasing the brightness by one degree) and then I was able to upload it properly.
Can you give that a try?
I've also reported this as a bug below:
Please vote on the bug to help show the number of users who are affected by this problem. You can also feel free to watch it in order to receive any updates on this going forward.