diff --git a/aegisub/src/main.cpp b/aegisub/src/main.cpp
index dfa5d081b..10175b4ed 100644
--- a/aegisub/src/main.cpp
+++ b/aegisub/src/main.cpp
@@ -146,15 +146,19 @@ bool AegisubApp::OnInit() {
 		// Set config file
 		StartupLog(_T("Load configuration"));
 		Options.LoadDefaults();
-#ifndef __WXMSW__
-		Options.SetFile(StandardPaths::DecodePath(_T("?data/config.dat")));
+#ifdef __WXMSW__
+		// TODO: Display a messagebox about permission being needed to write to local config once the string freeze is over with
+		if (wxFileName::IsFileWritable(StandardPaths::DecodePath(_T("?data/config.dat"))))
+			Options.SetFile(StandardPaths::DecodePath(_T("?data/config.dat")));
+		else 
+			Options.SetFile(StandardPaths::DecodePath(_T("?user/config.dat")));
 		Options.Load();
-		if (!Options.AsBool(_T("Local config")))
+		if (!Options.AsBool(_T("Local config")) && Options.GetFile() != StandardPaths::DecodePath(_T("?user/config.dat")))
 #endif
 		{
 			Options.SetFile(StandardPaths::DecodePath(_T("?user/config.dat")));
 			Options.Load();
-#ifndef __WXMSW__
+#ifdef __WXMSW__
 			wxRemoveFile(StandardPaths::DecodePath(_T("?data/config.dat")));
 #endif
 		}
diff --git a/aegisub/src/options.cpp b/aegisub/src/options.cpp
index 355abf9b1..43a40f440 100644
--- a/aegisub/src/options.cpp
+++ b/aegisub/src/options.cpp
@@ -419,6 +419,14 @@ void OptionsManager::SetFile(wxString file) {
 }
 
 
+////////////////
+// Get filename
+wxString OptionsManager::GetFile() const
+{
+	return filename;
+}
+
+
 ////////
 // Save
 void OptionsManager::Save() {
diff --git a/aegisub/src/options.h b/aegisub/src/options.h
index 7b74e273e..93da3e3d9 100644
--- a/aegisub/src/options.h
+++ b/aegisub/src/options.h
@@ -79,6 +79,7 @@ public:
 
 	void Clear();
 	void SetFile(wxString file);
+	wxString GetFile() const;
 	void Save();
 	void Load();
 	void LoadDefaults(bool onlyDefaults=false,bool versionOverride=false);