I had a problem very much like this a few weeks ago. When I came back
to my machine after leaving MM running overnight it would prompt me for
some or all of the passwords for the 5 IMAP accounts that I normally
use. I discovered that if I just dismissed those dialogs MM would try
again and get the PW from the Keychain with no problem. With some help
I got MM to log what it was doing and discovered that it was trying to
access the keychain while the machine thought it was in "dark wake"
mode. This is Apple's internal name for Power Nap. There are two
problems with this: I don't have Power Nap enabled and MM wasn't doing
anything that should require the GUI to be active. I gave up trying to
find the problem and it eventually went away as mysteriously as it
started.
I don't use SSH or NAT. Some of the servers are on my local network and
some aren't.
Mike
On 15 Jul 2020, at 12:22, Randall Gellens wrote:
I agree it seems (from what I can see) that MM thinks network problems
are authentication problems. What's interesting is that the dialog box
is for iCloud, which is not affected by the SSH issue. I also just now
discovered that the dialog box can go away on its own. This morning,
the laptop SSH connection had dropped, as has been happening the past
few days. MM had the dialog box up asking for the iCloud password, and
was displaying "(not available)" for those accounts that are reached
over SSH (not iCloud). Without touching MM, I hunted in Keychain
Access for the imap.mail.me.com password, and at one point when I went
back to MM to check the exact wording in the dialog box, it had
vanished. I hadn't yet reestablished the SSH, so the those accounts
were still greyed out with "(not available)".
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