Unexpected output for File-Folder name comparing

try 
{
    Add-Type -Path "C:\Program Files (x86)\WinSCP\WinSCPnet.dll"
 
    $sessionOptions = New-Object WinSCP.SessionOptions -Property @{
        Protocol = [WinSCP.Protocol]::Ftp
        HostName = ""
        UserName = ""
        Password = ""
        FtpSecure = [WinSCP.FtpSecure]::Implicit
    }
    
    $session = New-Object WinSCP.Session
    Remove-Item "C:\Users\Username\OneDrive - Company Name 1\Documents\FTP Project LOGS\testoptouts.log"
    $session.SessionLogPath = "C:\Users\Username\OneDrive - Company Name 1\Documents\FTP Project LOGS\testoptouts.log"
    $session.Open($sessionOptions)
 
    $remoteFolders = 
        $session.ListDirectory( "/1 - CompanyName/Name/3 - Client Folders/HealthCoFolders/Test/")
    
    $localchildItems =
        Get-ChildItem -Path "C:\Users\Username\Company\Group\Group List\HealthcareServices-82\02-Reports\" -Recurse
 
    $optoutFiles = 
        foreach ($localchildItem in $localchildItems){
            Get-ChildItem -Path $localchildItem.FullName | Where-Object {$_.Name -like "*OptOut*"}
        }
 
    foreach($optoutFile in $optoutFiles){
 
        if ($optoutFile.Name.Contains($remoteFolder.Name)){
            $transferOptions = New-Object WinSCP.TransferOptions
            $transferOptions.FileMask = "*.*"
            $transferOptions.AddRawSettings("NewerOnly","1")
            $session.PutFiles($optoutFile.FullName, $remoteFolder.FullName, $false, $transferOptions).Check()
        }
        else {
            Write-Output "None found"
        }  
    }
}
finally
{
    # Disconnect, clean up
    $session.Dispose()
}

foreach($optoutFile in $optoutFiles){
    if ($optoutFile.Name.Contains($remoteFolder.Name)){
        Write-Host "$($optoutFile.Name) and $($remoteFolder.Name)" | Where-Object {$optoutFile.Name.Contains($remoteFolder.FullName)}
    }
    else {
        Write-Output "None found"
    }  
}

if ($optoutFile.Name.Contains($remoteFolder.Name)){