Problem Sending Mail via SSL

[Lukeva]

Expected Behavior

Password reset mails get send.

Actual Behavior

Error "Error sending email: { [Error: 140439642179392:error:1408F10B:SSL routines:ssl3_get_record:wrong version number:../deps/openssl/openssl/ssl/record/ssl3_record.c:332:"

Possible Solution

Unfortunately I have no Idea. I have tried using my Mail Server with Hetzner mail.your-server.de as well as Google SMTP Relay smtp-relay.gmail.com both give the same error when trying to send password reset mails. I am thankful for any Ideas!

Specifications

• OS Platform and Distribution (e.g., Linux Ubuntu 16.04): Ubuntu 18.04
• Node version: 10.24
• Database engine (e.g., SQLite): SQLite

[rds13]

Can you share your configuration file with password removed so it can be look at ?

[Lukeva]

Sure! Here is the complete file - I tried all possibilities with "secure" and "require tls" option, but didn´t get lucky so far. Perhaps I am missing something very basic since I am also having trouble with video files converting ... see #196

"team_name": "Spacedeck netzwerk n",
"contact_email": "[email protected]",

"host": "::",
"port": 9666,
"endpoint": "https://deck.netzwerk-n.org",
"invite_code": "XXX",

"storage_dialect": "sqlite",

"storage_host": "localhost",
"storage_database": "spacedeck",
"storage_username": "username",
"storage_password": "password",

"storage_local_path": "./storage",
"storage_local_db": "./database.sqlite",
"storage_bucket": "spacedeck",
"storage_cdn": "/storage",
"storage_endpoint": "https://deck.netzwerk-n.org",

"mongodb_host": "localhost",
"redis_mock": true,
"redis_host": "localhost",

"export_api_secret": "XXX",

"mail_provider": "smtp",
"mail_smtp_host": "mail.your-server.de",
"mail_smtp_port": 587,
"mail_smtp_secure": true,
"mail_smtp_require_tls": false,
"mail_smtp_user": "[email protected]",
"mail_smtp_pass": "XXX",

[rds13]

This looks like issue #38 where server port was not configured to handle tls. Can you check that the smtp host handle tls on port 587 ?
You can use this command for example :

     openssl s_client -connect mail.your-server.de:587

Besides nodemailer documentation configuration show that mail_smtp_secure flag should be false for ports other than 465 (See https://nodemailer.com/smtp/).

[Lukeva]

@rds13 Thank you so much for your help! I did mix up SSL and TLS Ports. Checking with the command you suggested, I found out that my Mailserver (as well as the G-Mail SMTP-Relay) don´t support TLS on Port 587 but do on Port 465. However when trying around before I also forgot to rebuild the docker image, and thus didn´t see any changes. I got it working now. Thank you very much!