(PowerShell) SMTP Inspection

See more SMTP Examples

Examine an SMTP session to view all communications sent to the SMTP server.

Chilkat .NET Downloads

Chilkat .NET Assemblies

Add-Type -Path "C:\chilkat\ChilkatDotNet47-x64\ChilkatDotNet47.dll"

$success = $false

$mailman = New-Object Chilkat.MailMan

$mailman.SmtpHost = "smtp.example.com"
$mailman.SmtpUsername = "myUsername"
$mailman.SmtpPassword = "myPassword"

$mailman.SmtpPort = 465
$mailman.StartTLS = $true

$email = New-Object Chilkat.Email

$email.Subject = "This is a test"
$email.Body = "This is a test"
$email.From = "Alex <alex@example.com>"
$email.AddTo("Christoph","christoph@example2.com")
$email.AddBcc("Victor","victor@example3.com")

# Generate the MIME that is sent when SendEmail is called
$mimeStr = $mailman.RenderToMime($email)
$($mimeStr)

$success = $mailman.SendEmail($email)
if ($success -eq $false) {
    $($mailman.LastErrorText)
    exit
}

$success = $mailman.CloseSmtpConnection()
if ($success -ne $true) {
    $("Connection to SMTP server not closed cleanly.")
}

# Examine the SMTP session log.
$("----")
$("Smtp Session Log:")
$($mailman.SmtpSessionLog)

# ---------------------------------------------------
# Sample output:
# ---------------------------------------------------

# MIME-Version: 1.0
# Date: Fri, 06 Mar 2026 16:21:00 -0600
# Message-ID: <A5DC25990C93EC2676F4FBB2BB3BFA9EB34FF9D3@CHILKAT25>
# Content-Type: text/plain; charset=us-ascii; format=flowed
# Content-Transfer-Encoding: 7bit
# X-Priority: 3 (Normal)
# Subject: This is a test
# From: Alex <alex@example.com>
# To: Christoph <christoph@example2.com>
# Bcc: Victor <victor@example3.com>
# 
# This is a test
# ----
# Smtp Session Log:
# 220 smtp.example.com ESMTP Amazon WorkMail SMTP Service
# EHLO MYCOMPUTER<CRLF>
# 250-smtp.example.com
# 250-8BITMIME
# 250-AUTH PLAIN LOGIN
# 250 Ok
# AUTH LOGIN<CRLF>
# 334 VXNlcm5hbWU6
# YWRtaW5AY2hpbGthdHNvZnQuY29t<CRLF>
# 334 UGFzc3dvcmQ6
# {PasswordOrCredentials}
# 235 Authentication successful.
# MAIL FROM:<alex@example.com><CRLF>
# 250 Ok
# RCPT TO:<christoph@example2.com><CRLF>
# 250 Ok
# RCPT TO:<victor@example3.com><CRLF>
# 250 Ok
# DATA<CRLF>
# 354 End data with <CR><LF>.<CR><LF>
# {388 bytes} <--- The MIME source of the email (examined via RenderToMime) was sent here.
# <CRLF>.<CRLF>
# 250 Ok
# QUIT<CRLF>
# 221 Bye