Mail configuration

[nnachtegael]

Hi,
Can someone explain me how to configure the mail.
I set all my infos in the mail section of the account/server config but the save & test gives me always a 500 timeout error
My remotely is installed alone on a Ubuntu 20.04 vps.
I installed the mailutils and ssmtp packets.
Thx

[stevesobol]

On 2021-01-13 11:27, nnachtegael wrote: Hi, Can someone explain me how to configure the mail. I set all my infos in the mail section of the account/server config but the save & test gives me always a 500 timeout error My remotely is installed alone on a Ubuntu 20.04 vps. I installed the mailutils and ssmtp packets. Thx

Which port are you using to send mail? 25? 587? Port 25 is blocked by many virtual server providers and ISPs. 587 is not. 587 is meant to be used for authenticated SMTP only, meaning your mail server should be set to require valid account credentials. That's how my server is set up... 25 for incoming messages from other mail servers; 587 for people sending mail out (or programs that need to send mail, in this case), and I require STARTTLS. My guess is that this is PROBABLY not a Remotely issue.

[nnachtegael]

OK it's working with
smtp.gmail.com
ssl on
port 587

AND
sudo ufw allow 587

😁

[nnachtegael]

Thx

[ittechdb]

Have server configured. Still can't get emails to send from Remotely.. Installed mailutils and ssmtp also.. Can send from ssmtp, but still get 504 from Remotely Save and Test.. Any ideas or screenshots available? Thx!!!!

[stevesobol]

@ittechdb details, please! :)

[ittechdb]

Hello! Have the ubuntu server up and running. Remotely is running.
I am trying to get the email to work, but I get the 504 timeout when testing.
Am I missing anything? Even spun up a 18.04 version of Ubuntu to make sure it was the same result.

[stevesobol]

I can't answer that without knowing a little about your setup. I'd refer you back to my first reply, to nnachteagael, for some pointers. Server configuration varies from provider to provider, so I do actually need details...

I'm pretty sure I can help you to resolve your problem. But I need your assistance first. :)

[ittechdb]

Ahh. No I am not running the server with a provider. I am running it locally. Using gmail smtp.
What info are you looking for? Fresh install 18.04, Remotely works besides email. 504 Gateway TIme-out when you click Save and Test.
The gmail smtp info I entered is correct. port 465, SSL selected, etc..

[stevesobol]

THAT was the detail I needed. You're using Gmail SMTP.

@nnachtegael is also using Gmail SMTP, so you want to refer back to his reply to me.

Google documentation is here, if you need it.

[ittechdb]

Ok thxxx!!! I will check it out.

[houstonbofh]

I too was having this issue on Ubuntu 18.04. The mail server is a standard Linux MTA. I was using ssl on port 465, and decided to try 587 in spite of that being TLS not SSL and it worked. Not sure why as SSL on 465 does work with that email server. The logs were less than helpful being only;
`
Error | 4/5/2021 2:08:54 PM -05:00 | The operation has timed out. | System.Net.Mail | at System.Net.Mail.SmtpClient.Send(MailMessage message) at Remotely.Server.Services.EmailSenderEx.SendEmailAsync(String email, String replyTo, String subject, String htmlMessage, String organizationID) in D:\a\1\s\Server\Services\EmailSender.cs:line 49

`
I recommend changing the field in the config page to SSL/TLS, and figuring out why SSL is silently crashing.

[stevesobol]

On 2021-04-05 12:30, Lee Sharp wrote: I too was having this issue on Ubuntu 18.04. The mail server is a standard Linux MTA. I was using ssl on port 465, and decided to try 587 in spite of that being TLS not SSL and it worked. Not sure why as SSL on 465 does work with that email server. The logs were less than helpful being only; ` Error | 4/5/2021 2:08:54 PM -05:00 | The operation has timed out. | System.Net.Mail | at System.Net.Mail.SmtpClient.Send(MailMessage message) at Remotely.Server.Services.EmailSenderEx.SendEmailAsync(String email, String replyTo, String subject, String htmlMessage, String organizationID) in D:\a\1\s\Server\Services\EmailSender.cs:line 49 ` I recommend changing the field in the config page to SSL/TLS, and figuring out why SSL is silently crashing. -- You are receiving this because you commented. Reply to this email directly, view it on GitHub [1], or unsubscribe [2].

SSL v2 and V3 are deprecated, anyhow. TLS is more secure, and TLS 1.2 is recommended over 1.0 and 1.1. Links: ------ [1] #206 (comment) [2] https://github.com/notifications/unsubscribe-auth/ABT6YITXUKECKKELG4EOEGDTHIFVFANCNFSM4WBJQQCQ

[bitbound]

And by logs, I mean the logs in the Remotely web interface on the Server Logs tab.

[kpdillon]

The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.0 Authentication Required. Learn more at.....

[bitbound]

That's the message when two-factor is preventing login. I'm pretty sure you'll need to create an app password as described above.

I know you mentioned other apps, but they're probably using some OAuth flow to complete the two-factor. The .NET SmtpClient doesn't support that.

This is a good thing. It means two-factor is doing its job.

[kpdillon]

I have both a gmail.com and g-suite account that I've tried. Neither has 2FA turned on. The gmail.com account doesn't allow me to create an app password. I do get notifications that Google has prevented a login attempt when I enter in the wrong password so I know it's getting to the relay I just get stuck on this. If I can send you a private message I am happy to give you access to my VPS if it would help this project.

[bitbound]

I replaced the built-in SmtpClient with MailKit. Might help your issue. #291