### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:04pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/1 "2022-02-08T20:04:01Z")
I have configured in my app.yml the mail to be something like
```plaintext
DISCOURSE_SMTP_ADDRESS: mail.mysecrect.tld
DISCOURSE_SMTP_PORT: 465
DISCOURSE_SMTP_USER_NAME: minegenix@mysecret.tld
DISCOURSE_SMTP_PASSWORD:
```
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:12pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/2 "2022-02-08T20:12:33Z")
Also found this on logs:
```plaintext
fail
Delivered mail 3ff63fed-4142-4042-ab33-29493b32b3a6@beta2.mysecret.tld (30001.9ms)
Job exception: execution expired
```
---
### Author:  [@IAmGav](https://meta.discourse.org/u/IAmGav)
#### Post date: [February 8, 2022, 8:15pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/3 "2022-02-08T20:15:27Z")
you might need to add this to your app.yml
` DISCOURSE_SMTP_ENABLE_START_TLS: false`
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:17pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/4 "2022-02-08T20:17:12Z")
Okay, btw i use mailcow!
---
### Author:  [@rrit](https://meta.discourse.org/u/rrit)
#### Post date: [February 8, 2022, 8:18pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/5 "2022-02-08T20:18:31Z")
Is the server running discourse **beta2**.mysecret.tld - and not mysecret.tld?
Give these options a try:
```yaml
DISCOURSE_SMTP_ADDRESS: 172.17.0.1 # use internal ip here - mail-server domain might not get resolved correctly
DISCOURSE_SMTP_PORT: 587
DISCOURSE_SMTP_USER_NAME: "YOUR-SMTP-USER-NAME"
DISCOURSE_SMTP_PASSWORD: "YOUR-SMTP-PASSWORD"
#DISCOURSE_SMTP_ENABLE_START_TLS: true # (optional, default true)
DISCOURSE_SMTP_OPENSSL_VERIFY_MODE: none
DISCOURSE_SMTP_DOMAIN: mysecret.tld
```
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:19pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/6 "2022-02-08T20:19:40Z")
mysecret.tld is just placeholder hiding my real domain as i don’t want to reveal my forum address 🙂
---
### Author:  [@rrit](https://meta.discourse.org/u/rrit)
#### Post date: [February 8, 2022, 8:27pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/7 "2022-02-08T20:27:52Z")
Are you sending mails with sender email like “…@ **beta2.** mysecret.tld” - but your mailcow account is for “…@mysecret.tld”?
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:29pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/8 "2022-02-08T20:29:52Z")
no im sending emails from …@ mysecret.tld and the site is running at beta2.mysecret.tld
---
### Author:  [@IAmGav](https://meta.discourse.org/u/IAmGav)
#### Post date: [February 8, 2022, 8:35pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/9 "2022-02-08T20:35:24Z")
@Sprisa add the setting i posted and rebuild.
see if that helps.
@rrit you are missing the plot 🤦♂️
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:35pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/10 "2022-02-08T20:35:39Z")
yeah im currently doing that
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 8:36pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/11 "2022-02-08T20:36:02Z")
btw do i need to bootstrap everytime after rebuild?
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 8, 2022, 9:00pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/12 "2022-02-08T21:00:31Z")
Okay i added the settings, didn’t help.
---
### Author:  [@rrit](https://meta.discourse.org/u/rrit)
#### Post date: [February 8, 2022, 9:21pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/13 "2022-02-08T21:21:09Z")
## How to debug issues with first connection to smtp server
### 1. Enter your container:
`./launcher enter app`
### 2. Check dns resolution for your smtp server name via `getent hosts`:
(`dig`, `nslookup`, `ping` etc. are not installed inside the container.)
```bash
getent hosts your.smtp.server
```
Result on success:
```bash
# IPv4
123.123.123.123 your.smtp.server
# IPv6
2001:db8:0:0:0:ff00:42:8329 your.smtp.server
```
### 3. Try to open a connection to your smtp server via `openssl`:
(`telnet`, `nc` etc. are not installed inside the container.)
Fiddle with some different settings until you succeed with a connection.
```bash
openssl s_client -connect your.smtp.server:465
openssl s_client -connect your.smtp.server:587 -starttls smtp
# IPv4
openssl s_client -connect 172.17.0.123:465
openssl s_client -connect 172.17.0.123:587 -starttls smtp
# IPv6
openssl s_client -6 -connect "[2001:db8:0:0:0:ff00:42:8329]:465"
openssl s_client -6 -connect "[2001:db8:0:0:0:ff00:42:8329]:587" -starttls smtp
```
See: [How to check SMTP connection → Step 3: Checking SMTP Connection Over TLS Using Openssl](https://netcorecloud.com/tutorials/smtp-connection-from-command-line/)
### 4. Use your found working connection settings with Discourse.
🚀
### Bonus: show Discourse IP from inside docker container
( `ifconfig` , `ip` etc. are not installed inside the container.)
```bash
hostname -I
```
Result like:
```bash
172.17.0.2
```
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 10, 2022, 7:46pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/14 "2022-02-10T19:46:08Z")
I can’t get connection with openssl, also i only get this: from the getent
```plaintext
2606:4700:3032::ac43:d2f1 mail.secret.tdl
2606:4700:3033::6815:4db8 mail.secret.tld
```
(secret.tld replacing my actual domain)
---
### Author:  [@rrit](https://meta.discourse.org/u/rrit)
#### Post date: [February 10, 2022, 8:13pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/15 "2022-02-10T20:13:20Z")
> [@Sprisa](#):
>
> `2606:4700:3032::ac43:d2f1`
A shot in the dark: Is this a public IP? Is your mailcow configured to listen for smtp-connections on this public IP or only on an internal network?
Inside the Discourse container you can get your containers IP via:
```bash
hostname -I
```
Is your mailcow also on the same internal (docker-)network?
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 10, 2022, 8:15pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/16 "2022-02-10T20:15:06Z")
172.17.0.2 is the thing i get from hostname -I
---
### Author:  [@rrit](https://meta.discourse.org/u/rrit)
#### Post date: [February 10, 2022, 8:16pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/17 "2022-02-10T20:16:35Z")
Can you get into your mailcow container and also get `hostname -I`? Are Mailcow and Discourse two seperate docker-containers on the **same** host?
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [February 10, 2022, 8:30pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/18 "2022-02-10T20:30:41Z")
how do i get into the mailcow container? there isn’t launcher script.
---
### Author:  [@rrit](https://meta.discourse.org/u/rrit)
#### Post date: [February 10, 2022, 10:52pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/19 "2022-02-10T22:52:18Z")
I don’t know about mailcow either. Maybe better check back with the mailcow community: [https://community.mailcow.email/](https://community.mailcow.email/)
---
### Author:  [@Sprisa](https://meta.discourse.org/u/Sprisa)
#### Post date: [March 1, 2022, 3:04pm UTC](https://meta.discourse.org/t/mail-problem-on-discourse-with-reverse-proxy/217563/20 "2022-03-01T15:04:29Z")
What should i use to get mail systems, or what software can I setup on ubuntu that would work as mail service on my forums?