Windows Powershell SMTP server requires a secure connection

Question

I get the error:

Send-MailMessage : 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 C:\documents\yes.ps1:22 char:1
+ Send-MailMessage @EmailSplat
+ ~~~~~~~~~~~~~~~~~~~~~~~~~~~~
+ CategoryInfo : InvalidOperation: (System.Net.Mail.SmtpClient:SmtpClient) [Send-MailMessage], SmtpExcept ion
+ FullyQualifiedErrorId : SmtpException,Microsoft.PowerShell.Commands.SendMailMessage

$MyEmail = "****@gmail.com"
$SMTP= "smtp.gmail.com"
$To = "****@gmail.com"
$Subject = "Attachments"
$Body = "Here's the attachment"
$Creds = (Get-Credential -Credential "$MyEmail")
$env:localappdata

Start-Sleep 2
$Attachments = get-childitem "$env:******" | select-object -ExpandProperty FullName
$EmailSplat = @{To = $to
                From = $MyEmail
                Attachments = $Attachments
                Subject = $Subject
                Body = $Body
                SmtpServer = $SMTP
                Credential = $Creds
                UseSsl = $True
                Port = 587
                DeliveryNotificationOption = 'never'
                }
Send-MailMessage @EmailSplat

Try to format the error message: 1) paste 2) a) mark b) use "the “ ”-button" to turn into a block quote 3) Append two blanks to each line that shall be followed by a line break. — greybeard

Victor Silva Victor Silva · Accepted Answer · 2018-04-29T00:40:22

You need to enable Allow less secure apps in your google account because Google may block sign in attempts from some apps (or devices) that don't use modern security standards.

Sign into google account, and after that, go to:

https://www.google.com/settings/security/lesssecureapps

And enable the Allow less secure apps option.

Windows Powershell SMTP server requires a secure connection

2 Answers