It works.

I had to really simplify how we're lauching Dreamland, but I did
finally get it work now. My head hurts.

.install/Dreamland.sh

@@ -9,10 +9,10 @@ install_wine_bottle
 winetricks -q vcrun2019 d3dcompiler_47
 
 # Run installer silently (shows a dialog but completes successfully)
-# Install to C:\DreamLand instead of Program Files to avoid potential permission issues
+# Using C:\DreamLand instead of Program Files to avoid potential permission issues
 {
     echo "# Installing Dreamland..."
-    timeout 120 wine "${cache}/DreamLandSetup.exe" /VERYSILENT /NORESTART 2>&1 || true
+    timeout 120 wine "${cache}/DreamLandSetup.exe" /VERYSILENT /NORESTART /DIR="C:\DreamLand" 2>&1 || true
     echo "# Installation complete"
 } | agm_progressbox "Installing Game" "Installing Dreamland (this may take a minute)..."