diff --git a/windows_to_go.ps1 b/windows_to_go.ps1
index ea0d694..c8f5b83 100644
--- a/windows_to_go.ps1
+++ b/windows_to_go.ps1
@@ -5,6 +5,9 @@ Disable-UAC
 # Ensure installing powershell modules don't prompt on needed dependencies
 $ConfirmPreference = "None"
 
+# Upgrade chocolatey itself
+choco upgrade -y chocolatey
+
 # Common dependencies
 choco upgrade -y dotnet3.5