KeyHelp Community

Hello,

I tried to configure Email Notifications from server to registered users via external SMTP (gmail smtp) but always failed with error :

Failed to connect to SMTP server

Why is that ? gmail smtp at : smtp.gmail.com port 587 with username and password generated-app via gmail security console. The same settings works on my other server (not keyhelp server).

Hallo,

please explain the problem more in detail. What excatly was configured on the server.

Have you enabled "Less Secure App" in your Google Account management and wait at least 1 hour?
Google have a strict policy regarding such requests and flagging them as "insecure" - not that their preferred method would be more secure at all...

Hello, I try to configure Email Notifications as in attached images. Yes, Less Secure apps is active more than a year ago and still activly used in different postfix mail server (not keyhelp). We try to move into KeyHelp from that mail server.

Hallo,

if you use Port 587 you must choose STARTTLS and not SSL/TLS

Also test via telnet if your server can reach the Google mail server:

Florian wrote: ↑Wed 1. Sep 2021, 11:32 Hallo,

if you use Port 587 you must choose STARTTLS and not SSL/TLS

Also test via telnet if your server can reach the Google mail server:

Code: Select all

telnet smtp.gmail.com 587
Trying 2a00:1450:4013:c04::6c...
Connected to smtp.gmail.com.
Escape character is '^]'.
220 smtp.gmail.com ESMTP n15sm10806206edw.70 - gsmtp

Tried multiple times with STARTTLS or SSL/TLS.. both of them always Failed.

Here attached successfull Telnet to Gmail SMTP firectly from KeyHelp shell console (via SSH).

They may have turned off support for all new apps, which try to connect to their services, no matter if "less secure apps" is already enabled.

I will try to implement XOAUTH2 (their preferred method) for using Googles SMTP services at some point in the future.