Use SPE Remoting to upload media items, maintaining folder structure

Send-MediaItems.ps1

$session = New-ScriptSession -Username admin -Password b -ConnectionUri http://sc81rev151003/

$baseFolder = "C:\Temp\Images\ToUpload\"
$baseItemPath = "master:/sitecore/media library/Test/"

# Get folder structure, renaming to suit the Sitecore path
$foldersToCreate = Get-ChildItem -Path $baseFolder -Recurse | ?{ $_.PSIsContainer } | % { $_.FullName -replace [regex]::escape($baseFolder), $baseItemPath -replace "\\", "/" }

$args = @{
    "paths" = $foldersToCreate
}

# Invoke a remote script to iterate over the paths and create items using the Folder template.
Invoke-RemoteScript -Session $session -ArgumentList $args -ScriptBlock { 
    $params.paths | %{ New-Item -Path $_ -ItemType "Common/Folder" } 
} 

# Now get all the files we want to upload. This is just going to assume that all files found on disk 
# from the base folder are desirable
$files = Get-ChildItem -Path $baseFolder -Recurse | ?{ -not $_.PSIsContainer } 

# Iterate over the files and use Send-MediaItem to upload
$files | %{

    $path = $_.FullName
    $destPath = $path -replace [regex]::escape($baseFolder), $baseItemPath -replace "\\", "/" -replace "master:" , ""

    Write-Host "Uploading $path -> $destPath"

    Send-MediaItem -Session $session -Path $path -Destination $destPath
}