iOS 12.2 iPhone Photos won’t upload to iCloud over WiFi (but do over cellular)

Sometimes Apple stuff is just “magic.” But when the magic fails, it can send you endlessly searching for a solution online. I am placing this post here so search engines can be find it in case someone else is having this same issue.

Normally, I can take a photo on my iPhone and see it show up moments later on my Mac or iPad. Lately, however, photos taken from my iPhone seem to get stuck uploading to my iCloud Photos library. I had a few photos that didn’t sync after several days (hooked to power overnight and on WiFi). Sometimes, switching to cellular causes these photos to upload immediately.

I read some tips that suggested turning off iCloud Photos and turning it back on (with a phone reboot in between). I did that, end then had 5818 photos waiting to upload. Not great.

After none of the tips I read (from dozens and dozens of forums, blog posts and “fix it” site articles) worked, I decided to try the “erase everything and restore from a backup” approach.

I did that, and after an hour of restoring and getting Apple Pay and Touch ID and such set back up, I find that I now have 14,803 photos waiting to upload.

Does anyone have any clue what causes this, and how to fix it? My phone has been plugged up an on WiFi for half an hour and not a single change in the upload count.

Thoughts?

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