Powershell compare dates and enable AD User if disabled and in range - powershell

Question

I can't seem to figure out why this script won't work. There are no errors, but the $User object isn't getting evaluated to $True. The object is to enable a re-hired user's AD account if another system shows the re-hire date to be less than or equal to 8 days out from today.
$CSVLine = "C:\scripts\adp\Test ADP Import spec.csv"
$ErrorLog = "C:\scripts\adp\ADPProcessErrors.csv"
$a = Get-Date
ForEach ($row in (import-csv $CSVLine)) {
$User = Get-ADUser -LDAPFilter ("(sAMAccountName=" + $Row.sAMAccountName + ")") -Properties *
#Write-Host ("User:" + $user.samaccountname + " enabled =" + $user.enabled + " ")
If ((($User.Enabled -eq $False)) -and ($Row.'Date of hire/rehire' -gt $a) -and (($Row.'Date of hire/rehire') -le ($a.AddDays(8))) ) {
(Set-ADUser -Enabled $True -Identity $User)
("SID:" + $Row.sAMAccountName + ", User:[" + $User.givenName + " " + $User.sn + "] Re-Hire date is in range. Account enabled.") | Out-File -FilePath $ErrorLog -Append
}
}
Write-Host ("CSV Object: " + $Row.'Date of hire/rehire'.GetType())
Write-Host ("CSV Object Value:" + $Row.'Date of hire/rehire' + " " )
Write-Host ("User:" + $user.samaccountname + " enabled =" + $user.enabled + " ")

Answer 1

Those dates might need to be casted as [datetime]/dates so that the math against $a would work. It is most likely treating those as string to just doing alphabetical comparison.
PS C:\Users\mcameron> "b" -gt "a"
True
Can't tell you exactly what to do without sample dates so we can see the formats. From the comment if you dates are formatted like "2/8/2015" then a simple cast would address this.
PS C:\Users\mcameron> [datetime]"2/8/2015"
Sunday, February 08, 2015 12:00:00 AM
Update your if to the following:
If ((($User.Enabled -eq $False)) -and ([datetime]($Row.'Date of hire/rehire') -gt $a) -and ([datetime]($Row.'Date of hire/rehire') -le ($a.AddDays(8))) ){
#.....Process
}

Answer 2

It's a bit difficult to say without a sample of the input file but, if you're getting no error, I'd start by checking if $Row.sAMAccountName is evaluating to anything inside the loop. Like you have with your commented-out Write-Host line, for the $user properties.
Cheers.