Grant Edwards wrote:

On 2024-09-26, Dale <rdalek1967@gmail.com> wrote:

Grant Edwards wrote:

It looks like your network is broken. Try this:

    $ telnet smtp.gmail.com 587
    Trying 209.85.145.109...
    Connected to smtp.gmail.com.
    Escape character is '^]'.
    220 smtp.gmail.com ESMTP 8926c6da1cb9f-4d888860978sm58959173.69 - gsmtp

Note: Port 587 is for plaintext connection and then shifting into TLS
mode with the starttls command.  When configuring msmtp:

    port 587
    tls on
    tls-starttls on
or
    port 465
    tls on
    tls-starttls off

Port 465 starts using TLS immediately

[...]

Which package do I need for that telnet?  I see a few packages with that
name.

Any of them should work.  I use net-misc/netkit-telnetd.  It will also
install a telnet daemon, but it won't enbale it

I have -1 in make.conf so whatever I install will be depcleaned later. Anyway, I installed the one you mentioned and got this.

root@Gentoo-1 / # telnet smtp.gmail.com 587
Trying 142.251.116.108...
Trying 2607:f8b0:4023:1000::6c...
telnet: Unable to connect to remote host: Network is unreachable
root@Gentoo-1 / #

Can't connect. Well, that explains a lot. It can't reach anything to log into. It looks like it is trying both IPv4 and v6. So, I used ping. It works there.

root@Gentoo-1 / # ping smtp.gmail.com
PING smtp.gmail.com (142.250.115.108) 56(84) bytes of data.
64 bytes from rq-in-f108.1e100.net (142.250.115.108): icmp_seq=1 ttl=53 time=32.1 ms
64 bytes from rq-in-f108.1e100.net (142.250.115.108): icmp_seq=2 ttl=53 time=45.0 ms
64 bytes from rq-in-f108.1e100.net (142.250.115.108): icmp_seq=3 ttl=53 time=39.3 ms
^C
--- smtp.gmail.com ping statistics ---
3 packets transmitted, 3 received, 0% packet loss, time 1998ms
rtt min/avg/max/mdev = 32.062/38.776/45.017/5.299 ms
root@Gentoo-1 / # ping 142.251.116.108
PING 142.251.116.108 (142.251.116.108) 56(84) bytes of data.
64 bytes from 142.251.116.108: icmp_seq=1 ttl=53 time=30.4 ms
64 bytes from 142.251.116.108: icmp_seq=2 ttl=53 time=56.0 ms
64 bytes from 142.251.116.108: icmp_seq=3 ttl=53 time=30.6 ms
^C
--- 142.251.116.108 ping statistics ---
3 packets transmitted, 3 received, 0% packet loss, time 2000ms
rtt min/avg/max/mdev = 30.351/38.988/56.049/12.063 ms
root@Gentoo-1 / #

What silly boo boo did I make this time????

I am connected through a VPN but Seamonkey works fine.  I can check and
send email there,

Do you mean can send email via Gmail's SMTP server using Seamonkey?

How are the SMTP server settings configured in Seamonkey?

Is it using Oauth2 or an app password?

I checked, It is using Oauth2. I had to change it a good while back but I think SMART could still send emails for a while after that. Seamonkey wouldn't fetch or send emails tho until I changed to the Oauth thing. Also, it stopped autofetching emails with that too. I used to have it set to check for new messages like every 20 minutes. I have to manually check since the change. Annoying as heck.

The first time I used the app password was when I was following guides on how to set up email for SMART when I realized it wasn't working on my new rig. I don't use it on anything else. I didn't realize it wasn't working on the old rig either.

hence this thread.  I figure I got something set up wrong after a
Gmail change.  Sort of stupid to make something so secure you can't
use it.  It's like buying a computer and saying the only way to
secure it is to keep it turned off.  :/

Well, that last part is true, as long as you keep it in a locked room.

I just did a quick test, and sending via smtp.gmail.com using an app
password worked fine from mutt.  I don't have msmtp set up at the
moment.

That is true but why buy one if you can't run it? LOL This is yet another reason I want to switch from Gmail. They nothing but nosy anyway. I think it is common knowledge that they scan all emails and use the info for various things, including ads, which I block by the way.

Dale

:-) :-)