Error when running script for automated emails in Windows Server 2016

Question

This is on Windows Server 2016. Running on PowerShell version 5.1.14393.4583. It was working before. No changes were made to the script or the server. Suddenly the script throws the following error message:

Exception calling "Send" with "1" argument(s): "Failure sending mail."

At line:1 char:1

+ $smtp.send($message)

+ ~~~~~~~~~~~~~~~~~~~~

**+ CategoryInfo          : NotSpecified: (:) [], MethodInvocationException** 

**+ FullyQualifiedErrorId : SmtpException** 

Exception calling "Send" with "1" argument(s): "Failure sending mail."

At line:1 char:1

+ $smtp.send($message)

+ ~~~~~~~~~~~~~~~~~~~~

**+ CategoryInfo          : NotSpecified: (:) [], MethodInvocationException** 

**+ FullyQualifiedErrorId : SmtpException**  

====================Here's the script (edited for privacy)===================================

Internal

$date = Get-Date -format "yyyy-MM-dd"

$Path = "c:\folder"

$file = Get-ChildItem -Path $Path -File | Sort CreationTime | Select -Last 1

$fileName = $file -replace ".xlsx", ""

write-host $fileName

$SMTPServer = "smtp.office365.com"

$Username = "******@email.com"

$Password = "password"

$to = "@email.com,@email.com,******@email.com"

#$to = "******@email.com"

#$cc = "******@email.com"

$bcc = "******@email.com"

$date = Get-Date -format "yyyy-MM-dd"

$Subject = $fileName

$attachment = "c:\folder" + $file

$message = New-Object System.Net.Mail.MailMessage

$message.subject = $subject

##$message.body = $body

$message.to.add($to)

#$message.cc.add($cc)

$message.bcc.add($bcc)

$message.from = $username

$message.attachments.add($attachment)

$smtp = New-Object System.Net.Mail.SmtpClient($SMTPServer);

$smtp.EnableSSL = $true

$smtp.Credentials = New-Object System.Net.NetworkCredential($Username, $Password);

$smtp.send($message)

=======================================================

Please advise.

Thank you.

SOLVED: https://office365itpros.com/2021/01/14/powershell-scripts-fail-exchange-online-tls12/

Answer 1

This solved the issue for me: https://office365itpros.com/2021/01/14/powershell-scripts-fail-exchange-online-tls12/

Answer 2

That worked! Thank you!

Answer 3

This is also happening to a client of mine, no changes on any side and we are getting the error.

Any updates or link to the thread on the suggested site?

Answer 4

Hi LR_KIT

I am Dave, I will help you with this.

I apologize, Community is just a consumer forum, due to the scope of your question (Server 2016) can you please post this question to our sister forum on Microsoft Q&A in the Server 2016 section (linked below)

Over there you will have access to a host of Server 2016 and IT Pro experts and will get a knowledgeable and quick answer to this question.

https://docs.microsoft.com/en-us/answers/topics...