Grant Edwards wrote: > On 2024-09-27, Dale <rdalek1...@gmail.com> wrote: > >> It says port 465 but it is using Oauth2 if that matters. > It doesn't. > >> I'll admit, the last time I got this working, I followed a guide and >> it just worked. Once it worked, I left it alone. I was scared that >> if I touched it, it would stop working. LOL >> >> I changed the config to port 465 and it still failed with this. >> >> >> Sep 26 19:04:26 Gentoo-1 smartd[18737]: Executing test of <mail> to root ... >> Sep 26 19:04:36 Gentoo-1 msmtp[18815]: host=smtp.gmail.com tls=on >> auth=off from=rdalek1967<at>gmail.com recipients=root errormsg='the >> server sent an empty reply' exitcode=EX_PROTOCOL > According to that message, the msmtp auth option is off. It needs to > be on. > > Look at the working configuraiton I posted. > > Use that configuration with your email address and app password. > > It also looks like smartd is trying to send mail to the recipient > "root". That's not a valid destination when sending via most smtp > servers. You need to be sending to a recipient that looks like > "user@domain". > > What port number are you trying to use? > > Please re-read what I wrote about port numbers and starttls. If > you're using port 465, you need to turn tls_starttls OFF. If you're > using port 587, tls_starttls needs to be ON. That's the default, but I > recommend turning it on explicitly. > > My advice: don't use smartd to try to get msmtp working. Use > something easier to work with. The usual way to do it is using > something like mailx. The Arch wiki page is an excellent resource: > > https://wiki.archlinux.org/title/Msmtp > > It shows how to test msmtp using mailx. > > It also addresses the error you're seeing explicitly: > > 8.2 Server sent empty reply > > If you get a "server sent empty reply" error, this probably means > the mail server does not support STARTTLS over port 587, but > requires TLS over port 465. > > Note that some systems will ignore a message without a Message-Id: > header, so the example from the Arch page that cats a message from a > file to msmtp might not work reliably. > > > >
This is what I copied from yours, with obvious bits changed. I'll put "noneya" in those, so you know that isn't the real info. syslog LOG_MAIL account default maildomain gmail.org syslog on from rdalek1967<noneya>gmail.com host smtp.gmail.com port 465 tls on tls_certcheck off tls_starttls off auth on user rdalek1...@gmail.com password "noneya" # That is the 16 character thing with spaces in it. I included quotes but I think you had them there too. I'm by no means a expert on this but I see 'auth on' in there. I see what you talking about in the error to tho. As I mentioned in other reply, I think something else is amiss somewhere. If that config works with gmail for you, it should work here. On the root thing, I have a alias set up in some file that tells it that root is my gmail address. It worked before but maybe not now. File is here: /etc/mail/aliases It has this info about root being my gmail address. # Well-known aliases -- these should be filled in! root: rdalek1...@gmail.com My understanding, anything sent to root instead goes to my gmail account. I could be wrong on that. o_O Is that what you have in yours? If it is, it should work here. If not, my copy and paste is broken. LOL That aliases file make sense? Dale :-) :-)
