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I'd be interested in knowing if he was multitasking and using a lot of memory. I know wedding photos are usually something you feel rushed to upload so maybe this issue can be made worse depending on system resource availability.

yeah copying can take a loooooooong time and so you multitask.

maybe the randomness is based on the other apps he's using at the same time.

That's not everything that happened, a big non-replacement part

> I stopped checking the “delete after import” button

Since it looks like a concurrency issue, most likely the new laptop made the issue less frequent through the simple virtue of being faster.