diff --git a/images/win/post-generation/VSConfiguration.ps1 b/images/win/post-generation/VSConfiguration.ps1
index 0ff9d7bf..3561e6d1 100644
--- a/images/win/post-generation/VSConfiguration.ps1
+++ b/images/win/post-generation/VSConfiguration.ps1
@@ -1,4 +1,7 @@
 $vsInstallRoot = Get-VisualStudioPath
 $devEnvPath = "$vsInstallRoot\Common7\IDE\devenv.exe"
 
-cmd.exe /c "`"$devEnvPath`" /updateconfiguration"
\ No newline at end of file
+cmd.exe /c "`"$devEnvPath`" /updateconfiguration"
+
+# Step to avoid initial delay for choco scripts
+choco upgrade chocolatey
\ No newline at end of file