diff --git a/jetty-core/jetty-http/src/main/java/org/eclipse/jetty/http/content/VirtualHttpContentFactory.java b/jetty-core/jetty-http/src/main/java/org/eclipse/jetty/http/content/VirtualHttpContentFactory.java
index 4a2089d8d31..335c7e67acd 100644
--- a/jetty-core/jetty-http/src/main/java/org/eclipse/jetty/http/content/VirtualHttpContentFactory.java
+++ b/jetty-core/jetty-http/src/main/java/org/eclipse/jetty/http/content/VirtualHttpContentFactory.java
@@ -16,6 +16,8 @@ package org.eclipse.jetty.http.content;
 import java.io.IOException;
 
 import org.eclipse.jetty.util.resource.Resource;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 
 /**
  * An {@link HttpContent.Factory} implementation which takes a Resource and fakes this resource as
@@ -24,6 +26,8 @@ import org.eclipse.jetty.util.resource.Resource;
  */
 public class VirtualHttpContentFactory implements HttpContent.Factory
 {
+    private static final Logger LOG = LoggerFactory.getLogger(VirtualHttpContentFactory.class);
+
     private final HttpContent.Factory _factory;
     private final Resource _resource;
     private final String _contentType;
@@ -35,6 +39,10 @@ public class VirtualHttpContentFactory implements HttpContent.Factory
         _resource = resource;
         _matchSuffix = "/" + _resource.getFileName();
         _contentType = contentType;
+        if (LOG.isDebugEnabled())
+        {
+            LOG.debug("resource=({}) {}, resource.getFileName()={}", _resource.getClass().getName(), _resource, _resource.getFileName());
+        }
     }
 
     /**
diff --git a/jetty-core/jetty-util/src/test/java/org/eclipse/jetty/util/resource/MountedPathResourceTest.java b/jetty-core/jetty-util/src/test/java/org/eclipse/jetty/util/resource/MountedPathResourceTest.java
index 08ca1a9c3f6..7529e03035b 100644
--- a/jetty-core/jetty-util/src/test/java/org/eclipse/jetty/util/resource/MountedPathResourceTest.java
+++ b/jetty-core/jetty-util/src/test/java/org/eclipse/jetty/util/resource/MountedPathResourceTest.java
@@ -23,6 +23,7 @@ import java.util.List;
 import java.util.zip.ZipFile;
 
 import org.eclipse.jetty.toolchain.test.FS;
+import org.eclipse.jetty.toolchain.test.MavenPaths;
 import org.eclipse.jetty.toolchain.test.MavenTestingUtils;
 import org.eclipse.jetty.toolchain.test.jupiter.WorkDir;
 import org.eclipse.jetty.toolchain.test.jupiter.WorkDirExtension;
@@ -73,6 +74,10 @@ public class MountedPathResourceTest
             List<String> entries = r.list().stream().map(Resource::getFileName).toList();
             assertThat(entries, containsInAnyOrder("alphabet", "numbers", "subsubdir"));
 
+            Resource file = r.resolve("subsubdir/numbers");
+            assertTrue(Resources.isReadableFile(file));
+            assertThat(file.getFileName(), is("numbers"));
+
             Path extract = workDir.getPathFile("extract");
             FS.ensureEmpty(extract);
 
@@ -101,6 +106,36 @@ public class MountedPathResourceTest
         }
     }
 
+    @Test
+    public void testZipFileName()
+    {
+        Path testZip = MavenTestingUtils.getTestResourcePathFile("TestData/test.zip");
+        String s = "jar:" + testZip.toUri().toASCIIString() + "!/subdir/numbers";
+        URI uri = URI.create(s);
+        try (ResourceFactory.Closeable resourceFactory = ResourceFactory.closeable())
+        {
+            Resource r = resourceFactory.newResource(uri);
+
+            assertTrue(Resources.isReadableFile(r));
+            assertThat(r.getFileName(), is("numbers"));
+        }
+    }
+
+    @Test
+    public void testJarFileName()
+    {
+        Path testZip = MavenPaths.findTestResourceFile("jar-file-resource.jar");
+        String s = "jar:" + testZip.toUri().toASCIIString() + "!/rez/deep/zzz";
+        URI uri = URI.create(s);
+        try (ResourceFactory.Closeable resourceFactory = ResourceFactory.closeable())
+        {
+            Resource r = resourceFactory.newResource(uri);
+
+            assertTrue(Resources.isReadableFile(r));
+            assertThat(r.getFileName(), is("zzz"));
+        }
+    }
+
     @Test
     public void testJarFileUnMounted() throws Exception
     {