When a website rejects an iPhone photo, the issue is often file compatibility rather than image quality. HEIC is common on newer iPhones, while many older forms still whitelist JPG or PNG.
Before resizing or recompressing the image, make a JPG copy and test that copy in the destination form. Keep the original HEIC file separately so metadata and quality are not lost unnecessarily.
For private family, ID, or work photos, local conversion is the safer default because the browser can create the JPG without uploading the source image to a third-party converter.
Reference: convert iPhone HEIC photos to JPG
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