diff --git a/scripts/main.ps1 b/scripts/main.ps1
index c1d476f4..29867f4b 100644
--- a/scripts/main.ps1
+++ b/scripts/main.ps1
@@ -87,6 +87,14 @@ try {
 
 $xaml.SelectNodes("//*[@Name]") | ForEach-Object {$sync["$("$($psitem.Name)")"] = $sync["Form"].FindName($psitem.Name)}
 
+#Persist the Chocolatey preference across winutil restarts
+$ChocoPreferencePath = "$env:LOCALAPPDATA\winutil\preferChocolatey.ini"
+$sync.WPFpreferChocolatey.Add_Checked({New-Item -Path $ChocoPreferencePath -Force })
+$sync.WPFpreferChocolatey.Add_Unchecked({Remove-Item $ChocoPreferencePath -Force})
+if (Test-Path $ChocoPreferencePath){
+    $sync.WPFpreferChocolatey.IsChecked = $true
+}
+
 $sync.keys | ForEach-Object {
     if($sync.$psitem) {
         if($($sync["$psitem"].GetType() | Select-Object -ExpandProperty Name) -eq "CheckBox" `