(PowerShell) SMTP over Multiple Hop SSH

Demonstrates how to send email (using TCP or TLS) tunneled through mulitple-hop SSH. The scheme looks like this:

Application => ServerSSH1 => ServerSSH2 => SmtpServer

The ConnectThroughSsh and UseSsh methods are added in Chilkat version 9.5.0.55 to accomplish this task.

Chilkat .NET Downloads Chilkat .NET Assemblies

Add-Type -Path "C:\chilkat\ChilkatDotNet47-9.5.0-x64\ChilkatDotNet47.dll"

# This example requires the Chilkat API to have been previously unlocked.
# See Global Unlock Sample for sample code.

$ssh1 = New-Object Chilkat.Ssh

# Connect directly to the 1st SSH server.
$success = $ssh1.Connect("serverssh1.com",22)
if ($success -ne $true) {
    $($ssh1.LastErrorText)
    exit
}

# Authenticate using login/password:
$success = $ssh1.AuthenticatePw("ssh1Login","ssh1Password")
if ($success -ne $true) {
    $($ssh1.LastErrorText)
    exit
}

# Connect through the 1st SSH connection to reach a 2nd SSH server.
# Note: Any number of SSH connections may be simultaneously tunneled through a single
# existing SSH connection.
$ssh2 = New-Object Chilkat.Ssh
$success = $ssh2.ConnectThroughSsh($ssh1,"serverssh2.com",22)
if ($success -ne $true) {
    $($ssh2.LastErrorText)
    exit
}

# Authenticate with ssh2...
$success = $ssh2.AuthenticatePw("ssh2Login","ssh2Password")
if ($success -ne $true) {
    $($ssh2.LastErrorText)
    exit
}

$mailman = New-Object Chilkat.MailMan

# Tell the mailman object to connect to the SMTP server though the ssh2 tunnel (which itself is routed through ssh1).
# The connection looks like this:  Application => ServerSSH1 => ServerSSH2 => SMTPServer
$success = $mailman.UseSsh($ssh2)
if ($success -ne $true) {
    $($mailman.LastErrorText)
    exit
}

# Set the SMTP server.
$mailman.SmtpHost = "smtp.someserver.com"

# Set the SMTP login/password (if required)
$mailman.SmtpUsername = "myUsername"
$mailman.SmtpPassword = "myPassword"

# Create a new email object
$email = New-Object Chilkat.Email

$email.Subject = "This is a test"
$email.Body = "This is a test"
$email.From = "Chilkat Support <support@chilkatsoft.com>"
$success = $email.AddTo("Chilkat Admin","admin@chilkatsoft.com")

$success = $mailman.SendEmail($email)
if ($success -ne $true) {
    $($mailman.LastErrorText)
    exit
}

# Close the connection with the server.  This closes the tunnel through ssh2.
$success = $mailman.CloseSmtpConnection()
if ($success -ne $true) {
    $("Connection to SMTP server not closed cleanly.")
}

$("Mail Sent!")

# Close the connection with ssh2.  (This closes the the tunnel through ssh1.)
# The connection with ssh1 is still alive, and may be used for more connections.
$ssh2.Disconnect()

$ssh1.Disconnect()