Overview

When trying to verify the setting for a Gmail account, the below error message is generated:

"Warning",0,55403322-0e1a-45b8-b38b-bfbab88161fd,"WebMon.Alerter", "Unable to send email message to: xxxxxxxxxxx@gmail.com, exception: 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.SmtpTransport.SendMail(MailAddress sender, MailAddressCollection recipients, String deliveryNotify, Boolean allowUnicode, SmtpFailedRecipientException& exception)
   at System.Net.Mail.SmtpClient.Send(MailMessage message)
   at WebMon.Alerter.EmailSender.SendMessage(EmailMessage email, NotificationsSettingsData settings)"

Environment

• GFI WebMonitor
• Gmail

Root Cause

The account entered in the SMTP Settings cannot be authenticated, and the test email is not sent.

Resolution

The error above indicates that GFI WebMonitor is unable to send a test email because authentication is required. To resolve this issue, from the Gmail account settings, access the Sign-in & Security tab and enable the 'Allow less secure apps' option field.