diff --git a/src/SaveTool/SaveTool.cpp b/src/SaveTool/SaveTool.cpp
index 514d0b7..c561ce5 100644
--- a/src/SaveTool/SaveTool.cpp
+++ b/src/SaveTool/SaveTool.cpp
@@ -64,18 +64,6 @@ SaveTool::SaveTool(const Arguments& arguments):
     tweak.enable(""_s, "../../"_s);
 #endif
 
-    if(SDL_VERSION_ATLEAST(2, 0, 5)) {
-        if(SDL_SetHintWithPriority(SDL_HINT_MOUSE_FOCUS_CLICKTHROUGH, "1", SDL_HINT_OVERRIDE) == SDL_TRUE) {
-            Utility::Debug{} << "Clickthrough is available."_s;
-        }
-        else {
-            Utility::Warning{} << "Clickthrough is not available (hint couldn't be set)."_s;
-        }
-    }
-    else {
-        Utility::Warning{} << "Clickthrough is not available (SDL2 is too old)."_s;
-    }
-
     GL::Renderer::enable(GL::Renderer::Feature::Blending);
     GL::Renderer::enable(GL::Renderer::Feature::ScissorTest);
     GL::Renderer::disable(GL::Renderer::Feature::FaceCulling);
@@ -85,7 +73,24 @@ SaveTool::SaveTool(const Arguments& arguments):
     GL::Renderer::setBlendEquation(GL::Renderer::BlendEquation::Add,
                                    GL::Renderer::BlendEquation::Add);
 
-    initialiseGui();
+    Utility::Debug{} << "Renderer initialisation successful.";
+
+    Utility::Debug{} << "===Configuring SDL2===";
+
+    {
+        Utility::Debug d{};
+        d << "Enabling clickthrough...";
+
+        if(SDL_VERSION_ATLEAST(2, 0, 5)) {
+            if(SDL_SetHintWithPriority(SDL_HINT_MOUSE_FOCUS_CLICKTHROUGH, "1", SDL_HINT_OVERRIDE) == SDL_TRUE) {
+                d << "success!"_s;
+            } else {
+                d << "error: hint couldn't be set."_s;
+            }
+        } else {
+            d << "error: SDL2 is too old (version < 2.0.5)."_s;
+        }
+    }
 
     if((_initEventId = SDL_RegisterEvents(3)) == UnsignedInt(-1)) {
         SDL_ShowSimpleMessageBox(SDL_MESSAGEBOX_ERROR, "Error",
@@ -97,20 +102,26 @@ SaveTool::SaveTool(const Arguments& arguments):
     _updateEventId = _initEventId + 1;
     _fileEventId   = _initEventId + 2;
 
-    initialiseToolDirectories();
+    if(SDL_InitSubSystem(SDL_INIT_TIMER) != 0) {
+        SDL_ShowSimpleMessageBox(SDL_MESSAGEBOX_ERROR, "Error initialising the app", SDL_GetError(), window());
+        exit(EXIT_FAILURE);
+        return;
+    }
 
-    if(!findGameDataDirectory()) {
+    Utility::Debug{} << "SDL2 configuration successful.";
+
+    Utility::Debug{} << "===Initialising the Save Tool===";
+
+    initialiseGui();
+
+    if(!initialiseToolDirectories()) {
         SDL_ShowSimpleMessageBox(SDL_MESSAGEBOX_ERROR, "Error initialising the app", _lastError.data(), window());
         exit(EXIT_FAILURE);
         return;
     }
 
-    _configDir = Utility::Path::join(_gameDataDir, "Saved/Config/WindowsNoEditor");
-    _saveDir = Utility::Path::join(_gameDataDir, "Saved/SaveGames");
-    _screenshotsDir = Utility::Path::join(_gameDataDir, "Saved/Screenshots/WindowsNoEditor");
-
-    if(SDL_InitSubSystem(SDL_INIT_TIMER) != 0) {
-        SDL_ShowSimpleMessageBox(SDL_MESSAGEBOX_ERROR, "Error initialising the app", SDL_GetError(), window());
+    if(!findGameDataDirectory()) {
+        SDL_ShowSimpleMessageBox(SDL_MESSAGEBOX_ERROR, "Error initialising the app", _lastError.data(), window());
         exit(EXIT_FAILURE);
         return;
     }
@@ -153,6 +164,9 @@ SaveTool::SaveTool(const Arguments& arguments):
         GL::DebugOutput::setEnabled(GL::DebugOutput::Source::Api, GL::DebugOutput::Type::Other, {131185}, false);
     }
 
+    Utility::Debug{} << "Initialisation successful.";
+    Utility::Debug{} << "===Running main loop===";
+
     if(_skipDisclaimer) {
         _uiState = UiState::Initialising;
         _initThread = std::thread{[this]{ initialiseManager(); }};
@@ -160,8 +174,12 @@ SaveTool::SaveTool(const Arguments& arguments):
 }
 
 SaveTool::~SaveTool() {
+    Utility::Debug{} << "===Perfoming cleanup===";
+
     SDL_RemoveTimer(_gameCheckTimerId);
 
+    Utility::Debug{} << "Saving the configuration...";
+
     _conf.setValue("cheat_mode"_s, _cheatMode);
     _conf.setValue("unsafe_mode"_s, _unsafeMode);
     _conf.setValue("startup_update_check"_s, _checkUpdatesOnStartup);
@@ -180,6 +198,8 @@ SaveTool::~SaveTool() {
     }
 
     _conf.save();
+
+    Utility::Debug{} << "Exiting...";
 }
 
 void SaveTool::handleFileAction(efsw::WatchID watch_id,
@@ -286,6 +306,7 @@ void SaveTool::initEvent(SDL_Event& event) {
             ImGui::CloseCurrentPopup();
             break;
         case ProfileManagerFailure:
+            Utility::Error{} << "Error initialising ProfileManager:" << _profileManager->lastError();
             SDL_ShowSimpleMessageBox(SDL_MESSAGEBOX_ERROR, "Error initialising ProfileManager", _profileManager->lastError().data(), window());
             exit(EXIT_FAILURE);
             break;
@@ -456,6 +477,8 @@ void SaveTool::fileUpdateEvent(SDL_Event& event) {
 }
 
 void SaveTool::initialiseConfiguration() {
+    Utility::Debug{} << "Reading configuration file...";
+
     if(_conf.hasValue("cheat_mode"_s)) {
         _cheatMode = _conf.value<bool>("cheat_mode"_s);
     }
@@ -505,6 +528,8 @@ void SaveTool::initialiseConfiguration() {
 }
 
 void SaveTool::initialiseGui() {
+    Utility::Debug{} << "Initialising ImGui...";
+
     ImGui::CreateContext();
 
     ImGuiIO& io = ImGui::GetIO();
@@ -564,7 +589,9 @@ void SaveTool::initialiseManager() {
     SDL_PushEvent(&event);
 }
 
-void SaveTool::initialiseToolDirectories() {
+auto SaveTool::initialiseToolDirectories() -> bool {
+    Utility::Debug{} << "Initialising Save Tool directories...";
+
     _backupsDir = Utility::Path::join(Utility::Path::split(*Utility::Path::executableLocation()).first(), "backups");
     _stagingDir = Utility::Path::join(Utility::Path::split(*Utility::Path::executableLocation()).first(), "staging");
     //_armouryDir = Utility::Directory::join(Utility::Directory::path(Utility::Directory::executableLocation()), "armoury");
@@ -573,52 +600,83 @@ void SaveTool::initialiseToolDirectories() {
     //_stylesDir  = Utility::Directory::join(_armouryDir, "styles");
 
     if(!Utility::Path::exists(_backupsDir)) {
-        Utility::Path::make(_backupsDir);
+        Utility::Debug{} << "Backups directory not found, creating...";
+        if(!Utility::Path::make(_backupsDir)) {
+            Utility::Error{} << (_lastError = "Couldn't create the backups directory.");
+            return false;
+        }
     }
 
     if(!Utility::Path::exists(_stagingDir)) {
-        Utility::Path::make(_stagingDir);
+        Utility::Debug{} << "Staging directory not found, creating...";
+        if(!Utility::Path::make(_stagingDir)) {
+            Utility::Error{} << (_lastError = "Couldn't create the backups directory.");
+            return false;
+        }
     }
 
     //if(!Utility::Directory::exists(_armouryDir)) {
-    //    Utility::Directory::mkpath(_armouryDir);
+    //    Utility::Debug{} << "Armoury directory not found, creating...";
+    //    if(!Utility::Path::make(_armouryDir)) {
+    //        Utility::Error{} << (_lastError = "Couldn't create the armoury directory.");
+    //        return false;
+    //    }
     //}
 
     //if(!Utility::Directory::exists(_armoursDir)) {
-    //    Utility::Directory::mkpath(_armoursDir);
+    //    Utility::Debug{} << "Armours directory not found, creating...";
+    //    if(!Utility::Path::make(_armoursDir)) {
+    //        Utility::Error{} << (_lastError = "Couldn't create the armours directory.");
+    //        return false;
+    //    }
     //}
 
     //if(!Utility::Directory::exists(_weaponsDir)) {
-    //    Utility::Directory::mkpath(_weaponsDir);
+    //    Utility::Debug{} << "Weapons directory not found, creating...";
+    //    if(!Utility::Path::make(_weaponsDir)) {
+    //        Utility::Error{} << (_lastError = "Couldn't create the weapons directory.");
+    //        return false;
+    //    }
     //}
 
     //if(!Utility::Directory::exists(_stylesDir)) {
-    //    Utility::Directory::mkpath(_stylesDir);
+    //    Utility::Debug{} << "Styles directory not found, creating...";
+    //    if(!Utility::Path::make(_stylesDir)) {
+    //        Utility::Error{} << (_lastError = "Couldn't create the styles directory.");
+    //        return false;
+    //    }
     //}
+
+    return true;
 }
 
 auto SaveTool::findGameDataDirectory() -> bool {
+    Utility::Debug{} << "Searching for the game's save directory...";
+
     wchar_t* localappdata_path = nullptr;
     Containers::ScopeGuard guard{localappdata_path, CoTaskMemFree};
     if(SHGetKnownFolderPath(FOLDERID_LocalAppData, KF_FLAG_NO_APPCONTAINER_REDIRECTION, nullptr, &localappdata_path) != S_OK)
     {
-        _lastError = "SHGetKnownFolderPath() failed in SaveTool::findGameDataDirectory()"_s;
+        Utility::Error{} << (_lastError = "SHGetKnownFolderPath() failed in SaveTool::findGameDataDirectory()"_s);
         return false;
     }
 
     _gameDataDir = Utility::Path::join(Utility::Path::fromNativeSeparators(Utility::Unicode::narrow(localappdata_path)), "MASS_Builder"_s);
 
     if(!Utility::Path::exists(_gameDataDir)) {
-        _lastError = _gameDataDir + " wasn't found. Make sure to play the game at least once."_s;
+        Utility::Error{} << (_lastError = _gameDataDir + " wasn't found. Make sure to play the game at least once."_s);
         return false;
     }
 
+    _configDir = Utility::Path::join(_gameDataDir, "Saved/Config/WindowsNoEditor"_s);
+    _saveDir = Utility::Path::join(_gameDataDir, "Saved/SaveGames"_s);
+    _screenshotsDir = Utility::Path::join(_gameDataDir, "Saved/Screenshots/WindowsNoEditor"_s);
+
     return true;
 }
 
 void SaveTool::initialiseMassManager() {
     _massManager.emplace(_saveDir, _currentProfile->account(), _currentProfile->isDemo(), _stagingDir);
-    initialiseFileWatcher();
 }
 
 void SaveTool::initialiseFileWatcher() {
diff --git a/src/SaveTool/SaveTool.h b/src/SaveTool/SaveTool.h
index 64b796a..0c2a9c7 100644
--- a/src/SaveTool/SaveTool.h
+++ b/src/SaveTool/SaveTool.h
@@ -96,7 +96,7 @@ class SaveTool: public Platform::Sdl2Application, public efsw::FileWatchListener
         void initialiseConfiguration();
         void initialiseGui();
         void initialiseManager();
-        void initialiseToolDirectories();
+        auto initialiseToolDirectories() -> bool;
         auto findGameDataDirectory() -> bool;
         void initialiseMassManager();
         void initialiseFileWatcher();
diff --git a/src/SaveTool/SaveTool_ProfileManager.cpp b/src/SaveTool/SaveTool_ProfileManager.cpp
index b52555a..f149151 100644
--- a/src/SaveTool/SaveTool_ProfileManager.cpp
+++ b/src/SaveTool/SaveTool_ProfileManager.cpp
@@ -88,6 +88,7 @@ void SaveTool::drawProfileManager() {
                 {
                     _currentProfile = _profileManager->getProfile(i);
                     initialiseMassManager();
+                    initialiseFileWatcher();
                     _uiState = UiState::MainManager;
                 }