Mail never finishes sending?
Trying to help solve a problem with my dad's Mac that has stumped me. Frequently — several times a month at least, possibly more — Mail has a "Sending Message" notification at the bottom of sidebar for just hours on end with a large file size, like this:
When he quits Mail and restarts, the send (usually) does not resume. But more often than not he doesn't notice this, and it eats up tons of his limited 10GB/mo bandwidth (lives in the boonies, satellite internet).
A couple years ago, when this first happened, I discovered several dozen copies of a huge message Mail tried and failed to send, over and over again, so maybe that's what's happening every time. (There was a video attached to those — he didn't know any better — see screenshot below.) But why would Mail get stuck like this so often?
Here's the screenshot mentioned above:
