Sending mail suddenly times out - Can send with Thunderbird

[ryspace]

I've had this email configured via mw for quite a while (well over a year), and suddenly over the past couple weeks, I cannot send email via neomutt. Every time I try, I get a timeout.

I can switch over to Thunderbird and send the email just fine.

Any idea what might be happening?

I have noticed in the past that I'll have to accept a new certificate from time to time with Thunderbird (and K-9 on my phone), but that's never been brought up in neomutt. I'm wondering if that somehow has something to do with it?

I should add that this is a mailserver that was set up using your emailwiz script

[ZaTank]

I've also had trouble with suddenly losing the ability to send mail (albeit with an Outlook account), and I wonder if this issue is related. Viewing logs with neomutt -d 2 hasn't given any information, and I can switch to my emailwiz server and send mail just fine.

[tjex]

whenever this has happened to me, it's been because of a gpg problem. Either I moved the email.gpg file in the password store, or there was an issue with pinentry, or ...

[ryspace]

whenever this has happened to me, it's been because of a gpg problem. Either I moved the email.gpg file in the password store, or there was an issue with pinentry, or ...

I had moved my password long ago, but I updated my msmtp config and ~/.mbsyncrc to reflect its new location. Is there somewhere else I need to update this?

(It's been long enough that I don't remember if the timelines correlate, so I'm willing to accept that it may be the issue...just need to know what other configuration change I missed when I did it)