diff --git a/src/main/java/com/dostalgia/UploadResource.java b/src/main/java/com/dostalgia/UploadResource.java
index fe47fb1..158a155 100644
--- a/src/main/java/com/dostalgia/UploadResource.java
+++ b/src/main/java/com/dostalgia/UploadResource.java
@@ -245,6 +245,12 @@ public class UploadResource {
                 if (!name.endsWith(".exe") && !name.endsWith(".com") && !name.endsWith(".bat"))
                     return FileVisitResult.CONTINUE;
 
+                // Skip known extender / tool executables (DOS4GW, DEBUG, etc.)
+                int dot = name.lastIndexOf('.');
+                String stem = dot >= 0 ? name.substring(0, dot) : name;
+                if (SKIP_EXE_NAMES.contains(stem))
+                    return FileVisitResult.CONTINUE;
+
                 boolean installer = name.contains("install") || name.contains("setup") || name.contains("config");
                 int depth = f.getNameCount() - dir.getNameCount();
                 candidates.add(new Candidate(depth, installer, a.size(), f.toString()));
@@ -311,6 +317,21 @@ public class UploadResource {
         ".dmg"                                     // Mac disk images
     );
 
+    /**
+     * Executable filenames (lowercase, stem only, no extension) that should NEVER
+     * be selected as the main game executable. These are DOS extenders, DPMI hosts,
+     * debuggers, and other auxiliary tools that ship alongside many DOS games.
+     */
+    private static final java.util.Set<String> SKIP_EXE_NAMES = java.util.Set.of(
+        "dos4gw", "dos32a", "dos4gw2",            // DOS/4GW family (DOS extenders)
+        "pmode", "pmodew",                         // Watcom / PMODE extenders
+        "cwsdpmi",                                 // DPMI host (used by many DJGPP games)
+        "emm386",                                  // Expanded memory manager
+        "himem", "himemx",                         // Extended memory managers
+        "debug",                                   // Debugger
+        "uninst", "uninstall", "uninstaller"        // Uninstallers
+    );
+
     private void createBundle(Path extractDir, String exePath, Path bundlePath) throws IOException {
         // Write .jsdos config directly into the extract directory
         Path jsdos = extractDir.resolve(".jsdos");