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Running LR (not Classic) on MacBook and LR mobile on iPhone here.
718 images of 19500 pre-existing images on iPhone have synced but then it quit.
New images sync fine.
Signing out of LR on both devices and restarting on both devices hasn't helped.
Thanks for your help!
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On the iPhone go to Settings >> Import
You should be able to activate auto-add from camera roll for photos, videos or both.
Are you keeping the Lr app open on the phone while syncing?