diff --git a/test/jdk/tools/jpackage/helpers/jdk/jpackage/test/TKit.java b/test/jdk/tools/jpackage/helpers/jdk/jpackage/test/TKit.java
index af892f18f7b..1466714f8dd 100644
--- a/test/jdk/tools/jpackage/helpers/jdk/jpackage/test/TKit.java
+++ b/test/jdk/tools/jpackage/helpers/jdk/jpackage/test/TKit.java
@@ -296,7 +296,9 @@ final public class TKit {
             if (!path.toFile().exists()) {
                 return path;
             }
-            nameComponents[0] = String.format("%s.%d", baseName, i);
+            // Don't use period (.) as a separator. OSX codesign fails to sign folders
+            // with subfolders with names like "input.0".
+            nameComponents[0] = String.format("%s-%d", baseName, i);
         }
         throw new IllegalStateException(String.format(
                 "Failed to create unique file name from [%s] basename after %d attempts",
diff --git a/test/jdk/tools/jpackage/share/AppContentTest.java b/test/jdk/tools/jpackage/share/AppContentTest.java
index a343e20d8a7..94362530751 100644
--- a/test/jdk/tools/jpackage/share/AppContentTest.java
+++ b/test/jdk/tools/jpackage/share/AppContentTest.java
@@ -21,23 +21,25 @@
  * questions.
  */
 
-import java.nio.file.Path;
+import java.io.IOException;
 import java.nio.file.Files;
-import jdk.jpackage.internal.ApplicationLayout;
+import java.nio.file.Path;
 import jdk.jpackage.test.PackageTest;
-import jdk.jpackage.test.PackageType;
 import jdk.jpackage.test.TKit;
 import jdk.jpackage.test.Annotations.Test;
-import jdk.jpackage.test.Annotations.Parameter;
 import jdk.jpackage.test.Annotations.Parameters;
 import java.util.Arrays;
 import java.util.Collection;
 import java.util.List;
+import static java.util.stream.Collectors.joining;
+import java.util.stream.Stream;
+import jdk.jpackage.internal.IOUtils;
+import jdk.jpackage.test.Functional.ThrowingFunction;
+import jdk.jpackage.test.JPackageCommand;
 
-import jdk.internal.util.OSVersion;
 
 /**
- * Tests generation of packages with input folder containing empty folders.
+ * Tests generation of packages with additional content in app image.
  */
 
 /*
@@ -55,14 +57,18 @@ import jdk.internal.util.OSVersion;
  */
 public class AppContentTest {
 
-    private static final String TEST_JAVA = TKit.TEST_SRC_ROOT.resolve(
-            "apps/PrintEnv.java").toString();
-    private static final String TEST_DUKE = TKit.TEST_SRC_ROOT.resolve(
-            "apps/dukeplug.png").toString();
-    private static final String TEST_DIR = TKit.TEST_SRC_ROOT.resolve(
-            "apps").toString();
-    private static final String TEST_BAD = TKit.TEST_SRC_ROOT.resolve(
-            "non-existant").toString();
+    private static final String TEST_JAVA = "apps/PrintEnv.java";
+    private static final String TEST_DUKE = "apps/dukeplug.png";
+    private static final String TEST_DIR = "apps";
+    private static final String TEST_BAD = "non-existant";
+
+    // On OSX `--app-content` paths will be copied into the "Contents" folder
+    // of the output app image.
+    // "codesign" imposes restrictions on the directory structure of "Contents" folder.
+    // In particular, random files should be placed in "Contents/Resources" folder
+    // otherwise "codesign" will fail to sign.
+    // Need to prepare arguments for `--app-content` accordingly.
+    private final static boolean copyInResources = TKit.isOSX();
 
     private final List<String> testPathArgs;
 
@@ -82,37 +88,90 @@ public class AppContentTest {
 
     @Test
     public void test() throws Exception {
-
-        // On macOS signing may or may not work for modified app bundles.
-        // It works on macOS 15 and up, but fails on macOS below 15.
         final int expectedJPackageExitCode;
-        final boolean isMacOS15 = (OSVersion.current().compareTo(
-                                      new OSVersion(15, 0, 0)) > 0);
-        if (testPathArgs.contains(TEST_BAD) || (TKit.isOSX() && !isMacOS15)) {
+        if (testPathArgs.contains(TEST_BAD)) {
             expectedJPackageExitCode = 1;
         } else {
             expectedJPackageExitCode = 0;
         }
 
+        var appContentInitializer = new AppContentInitializer(testPathArgs);
+
         new PackageTest().configureHelloApp()
-            .addInitializer(cmd -> {
-                for (String arg : testPathArgs) {
-                    cmd.addArguments("--app-content", arg);
-                }
-            })
+            .addRunOnceInitializer(appContentInitializer::initAppContent)
+            .addInitializer(appContentInitializer::applyTo)
             .addInstallVerifier(cmd -> {
-                ApplicationLayout appLayout = cmd.appLayout();
-                Path contentDir = appLayout.contentDirectory();
+                Path baseDir = getAppContentRoot(cmd);
                 for (String arg : testPathArgs) {
                     List<String> paths = Arrays.asList(arg.split(","));
                     for (String p : paths) {
                         Path name = Path.of(p).getFileName();
-                        TKit.assertPathExists(contentDir.resolve(name), true);
+                        TKit.assertPathExists(baseDir.resolve(name), true);
                     }
                 }
 
             })
             .setExpectedExitCode(expectedJPackageExitCode)
             .run();
+    }
+
+    private static Path getAppContentRoot(JPackageCommand cmd) {
+        Path contentDir = cmd.appLayout().contentDirectory();
+        if (copyInResources) {
+            return contentDir.resolve("Resources");
+        } else {
+            return contentDir;
         }
+    }
+
+    private static final class AppContentInitializer {
+        AppContentInitializer(List<String> appContentArgs) {
+            appContentPathGroups = appContentArgs.stream().map(arg -> {
+                return Stream.of(arg.split(",")).map(Path::of).toList();
+            }).toList();
+        }
+
+        void initAppContent() {
+            jpackageArgs = appContentPathGroups.stream()
+                    .map(AppContentInitializer::initAppContentPaths)
+                    .<String>mapMulti((appContentPaths, consumer) -> {
+                        consumer.accept("--app-content");
+                        consumer.accept(
+                        appContentPaths.stream().map(Path::toString).collect(
+                                joining(",")));
+                    }).toList();
+        }
+
+        void applyTo(JPackageCommand cmd) {
+            cmd.addArguments(jpackageArgs);
+        }
+
+        private static Path copyAppContentPath(Path appContentPath) throws IOException {
+            var appContentArg = TKit.createTempDirectory("app-content").resolve("Resources");
+            var srcPath = TKit.TEST_SRC_ROOT.resolve(appContentPath);
+            var dstPath = appContentArg.resolve(srcPath.getFileName());
+            Files.createDirectories(dstPath.getParent());
+            IOUtils.copyRecursive(srcPath, dstPath);
+            return appContentArg;
+        }
+
+        private static List<Path> initAppContentPaths(List<Path> appContentPaths) {
+            if (copyInResources) {
+                return appContentPaths.stream().map(appContentPath -> {
+                    if (appContentPath.endsWith(TEST_BAD)) {
+                        return appContentPath;
+                    } else {
+                        return ThrowingFunction.toFunction(
+                                AppContentInitializer::copyAppContentPath).apply(
+                                        appContentPath);
+                    }
+                }).toList();
+            } else {
+                return appContentPaths.stream().map(TKit.TEST_SRC_ROOT::resolve).toList();
+            }
+        }
+
+        private List<String> jpackageArgs;
+        private final List<List<Path>> appContentPathGroups;
+    }
 }