diff --git a/src/chocolatey.resources/helpers/functions/Install-ChocolateyInstallPackage.ps1 b/src/chocolatey.resources/helpers/functions/Install-ChocolateyInstallPackage.ps1
index 0dc8e81920..5cdea6f164 100644
--- a/src/chocolatey.resources/helpers/functions/Install-ChocolateyInstallPackage.ps1
+++ b/src/chocolatey.resources/helpers/functions/Install-ChocolateyInstallPackage.ps1
@@ -201,6 +201,21 @@ Pro / Business supports a single, ubiquitous install directory option.
   $silentArgs = $silentArgs -replace '\\chocolatey\\chocolatey\\', '\chocolatey\'
   $additionalInstallArgs = $additionalInstallArgs -replace '\\chocolatey\\chocolatey\\', '\chocolatey\'
 
+  try {
+    # make sure any logging folder exists 
+    $pattern = "(?:['`"])([a-zA-Z]\:\\[^'`"]+)(?:[`"'])|([a-zA-Z]\:\\[\S]+)"
+    $silentArgs, $additionalInstallArgs | %{ Select-String $pattern -input $_ -AllMatches } | 
+      % { $_.Matches } | % {
+        $argDirectory = $_.Groups[1]
+        if ($argDirectory -eq $null -or $argDirectory -eq '') { continue }
+        $argDirectory = [System.IO.Path]::GetFullPath([System.IO.Path]::GetDirectoryName($argDirectory))
+        Write-Debug "Ensuring '$argDirectory' exists"
+        if (![System.IO.Directory]::Exists($argDirectory)) { [System.IO.Directory]::CreateDirectory($argDirectory) | Out-Null }
+      }
+  } catch {
+    Write-Debug "Error ensuring directories exist -  $($_.Exception.Message)"
+  }
+
   if ($fileType -like 'msi') {
     $msiArgs = "/i `"$file`""
     if ($overrideArguments) {