Testing if Enter-PSSession is successful

Enter-PSSession is exclusively for interactive use.

To test whether remoting is enabled, use New-PSSession:

$testSession = New-PSSession -Computer $targetComputer
if(-not($testSession))
{
    Write-Warning "$targetComputer inaccessible!"
}
else
{
    Write-Host "Great! $targetComputer is accessible!"
    Remove-PSSession $testSession
}

If successful, New-PSSession will return the new PSSession object - if it failed it won't return anything, and $testSession is $null (thus making -not($testSession) -eq $true)

You can also use

 Test-WSMan computername

or with autentication:

 Test-WSMan myserver -Credential peter -Authentication Negotiate

and then check the return object.

If that works PSSession should also work.

function CanRemote {
    $session = New-PSSession $ComputerName -ErrorAction SilentlyContinue

    if ($session -is [System.Management.Automation.Runspaces.PSSession])
        {Write-Host "Remote test succeeded: $ComputerName."}
    else
        {Write-Host "Remote test failed: $ComputerName."}
}