Won't Receive Email Confirmations or Test Emails from BookStack #3705

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OVERLORD · 2026-02-05T07:13:09+03:00

OVERLORD commented

2026-02-05 07:13:09 +03:00

Originally created by @carlossierra311 on GitHub (Mar 27, 2023).

Describe the Bug

When users try to register to the app, they aren't getting the registration confirmation emails. When I try to Send a Test Email from the Maintenance section, I don't get the email either, even though I get a message saying that the email was sent successfully:

There are no messages on BookStack's or Nginx's error logs.

Steps to Reproduce

Configure BookStack's .env file with the following values:

MAIL_DRIVER=smtp
MAIL_FROM_NAME="BookStack Admin"
MAIL_FROM=from_email@mailserver.com
MAIL_HOST=smtp.mailserver.com
MAIL_PORT=587
MAIL_USERNAME=from_email@mailserver.com
MAIL_PASSWORD=my_password
MAIL_ENCRYPTION=tls

Try to register a new user or send a test email.
Trying different combinations of values for MAIL_PORT (465 and 587) and MAIL_ENCRYPTION (tls, ssl or null) won't work either, no matter how I try to combine these values.

Expected Behaviour

Me and the users get BookStack's notification emails.

Screenshots or Additional Context

I can send an email with the same parameters, from the same server, using PowerShell:

$EmailFrom = “from_email@mailserver.com”
$EmailTo = “to_email@mailserver.com”
$Subject = “BookStack Test”
$Body = “This is just a simple test... 1, 2, 3 :)”
$SMTPServer = “smtp.mailserver.com”
$SMTPClient = New-Object Net.Mail.SmtpClient($SmtpServer, 587)
$SMTPClient.EnableSsl = $true
$SMTPClient.Credentials = New-Object System.Net.NetworkCredential($EmailFrom, “my_password”);
$SMTPClient.Send($EmailFrom, $EmailTo, $Subject, $Body)

Browser Details

Chrome 111.0.5563.65 (Build oficial) (64 bits) on Windows 10

Exact BookStack Version

BookStack v23.02.2

PHP Version

8.1.10

Hosting Environment

Windows Server 2019 Standard v1809, OS build 17763.3406
32 GB Ram, Intel Xeon E3-1230 v5 @3.4GHz

BookStack installed manually by following these steps, using the following components:
php-8.1.10
mysql-8.0.30
nginx-1.23.1

Originally created by @carlossierra311 on GitHub (Mar 27, 2023). ### Describe the Bug When users try to register to the app, they aren't getting the registration confirmation emails. When I try to Send a Test Email from the Maintenance section, I don't get the email either, even though I get a message saying that the email was sent successfully: ![image](https://user-images.githubusercontent.com/23511373/228048793-3680092b-e96f-4760-8e72-9f6474679337.png) There are no messages on BookStack's or Nginx's error logs. ### Steps to Reproduce 1. Configure BookStack's .env file with the following values: ``` MAIL_DRIVER=smtp MAIL_FROM_NAME="BookStack Admin" MAIL_FROM=from_email@mailserver.com MAIL_HOST=smtp.mailserver.com MAIL_PORT=587 MAIL_USERNAME=from_email@mailserver.com MAIL_PASSWORD=my_password MAIL_ENCRYPTION=tls ``` 2. Try to register a new user or send a test email. 3. Trying different combinations of values for MAIL_PORT (465 and 587) and MAIL_ENCRYPTION (tls, ssl or null) won't work either, no matter how I try to combine these values. ### Expected Behaviour Me and the users get BookStack's notification emails. ### Screenshots or Additional Context I can send an email with the same parameters, from the same server, using PowerShell: ``` $EmailFrom = “from_email@mailserver.com” $EmailTo = “to_email@mailserver.com” $Subject = “BookStack Test” $Body = “This is just a simple test... 1, 2, 3 :)” $SMTPServer = “smtp.mailserver.com” $SMTPClient = New-Object Net.Mail.SmtpClient($SmtpServer, 587) $SMTPClient.EnableSsl = $true $SMTPClient.Credentials = New-Object System.Net.NetworkCredential($EmailFrom, “my_password”); $SMTPClient.Send($EmailFrom, $EmailTo, $Subject, $Body) ``` ### Browser Details Chrome 111.0.5563.65 (Build oficial) (64 bits) on Windows 10 ### Exact BookStack Version BookStack v23.02.2 ### PHP Version 8.1.10 ### Hosting Environment Windows Server 2019 Standard v1809, OS build 17763.3406 32 GB Ram, Intel Xeon E3-1230 v5 @3.4GHz BookStack installed manually by following [these steps](https://www.bookstackapp.com/docs/admin/installation/#manual), using the following components: php-8.1.10 mysql-8.0.30 nginx-1.23.1

OVERLORD added the 🐛 Bug label 2026-02-05 07:13:09 +03:00

OVERLORD closed this issue

2026-02-05 07:13:10 +03:00

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Reference: starred/BookStack#3705