[Error] Mail send failed

Ask the Community Password Manager
1

Hi Guys,

I am trying to setup the smtp settings and am using gmail smtp server. When I click the send verification email, I get the below error:

at System.Net.Mail.SmtpClient.SendMailCallback(IAsyncResult result)
2018-06-29 22:51:02.812 +00:00 [Error] Mail send failed.
System.Net.Mail.SmtpException: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required. Learn more at
   at System.Net.Mail.MailCommand.CheckResponse(SmtpStatusCode statusCode, String response)
   at System.Net.Mail.MailCommand.EndSend(IAsyncResult result)
   at System.Net.Mail.SendMailAsyncResult.SendMailFromCompleted(IAsyncResult result)
--- End of stack trace from previous location where exception was thrown ---
   at System.Runtime.ExceptionServices.ExceptionDispatchInfo.Throw()
   at System.Net.M

ail.SendMailAsyncResult.End(IAsyncResult result)
at System.Net.Mail.SmtpClient.SendMailCallback(IAsyncResult result)

smtp configuration:

globalSettings__mail__replyToEmail=no-reply@bw.domain.com
globalSettings__mail__smtp__host=smtp.gmail.com
globalSettings__mail__smtp__username=user@gmail.com
globalSettings__mail__smtp__password=XXXXXXXXXX
globalSettings__mail__smtp__ssl=true
globalSettings__mail__smtp__port=587
globalSettings__mail__smtp__useDefaultCredentials=false
globalSettings__disableUserRegistration=false

Any ideas?

Thanks

2

Are you using 2FA on your gmail account? You’ll need an app password if so.

3

There is no 2FA enabled with the account I’m using in the smtp config.

4

I am not sure. I would suggest testing your SMTP settings outside of Bitwarden to make sure that they work in general first.

5

Make sure you have “Allow less secure apps ON” in google settings.

6

craysiii,

I do actually have gmail accept less secure logins, but it is not working though.

I tried gmail & yahoo. Both don’t work.

I used both ports; ssl and tls. none worked. SSL config is there but I’m not sure how to force bitwarden to use tls. Is there a specific setting for that?

I want to buy the premium, but without testing and making sure all what I need is working, I can not go on with the purchase right now.

I appreciate your help guys.

Thanks

7

@gresso_gresso Honestly, I’ve never had much luck with Gmail SMTP for my various projects. The best solution I would recommend is to go with an email infrastructure provider that is designed for this kind of stuff, like a SendGrid, Mailgun, or Mailjet. All have free tiers and are relatively easy to set up with a domain. Plus, I know the latter two have port 2525 exposed, which will sometimes help with bypassing port restrictions in ISPs and certain cloud hosting platforms.

8

Thanks @bobanon, I used mail gun and it worked.