diff --git a/buildSrc/build.gradle.kts b/buildSrc/build.gradle.kts
index a02b297f..9930f683 100644
--- a/buildSrc/build.gradle.kts
+++ b/buildSrc/build.gradle.kts
@@ -1,6 +1,6 @@
 plugins {
     `kotlin-dsl`
-    id("org.gradle.kotlin-dsl.ktlint-convention") version "0.4.1"
+    id("org.gradle.kotlin-dsl.ktlint-convention") version "0.6.0"
 }
 
 repositories {
@@ -10,8 +10,12 @@ repositories {
 
 dependencies {
     implementation(kotlin("gradle-plugin"))
-    implementation("org.asciidoctor:asciidoctor-gradle-plugin:1.5.9.1")
     implementation("org.ajoberstar:gradle-git-publish:0.3.3")
+
+    implementation("org.asciidoctor:asciidoctor-gradle-plugin:1.6.1")
+    constraints {
+        implementation("org.ysb33r.gradle:grolifant:0.12.1")
+    }
 }
 
 kotlinDslPluginOptions {
diff --git a/buildSrc/src/main/kotlin/org/gradle/playframework/UserGuidePlugin.kt b/buildSrc/src/main/kotlin/org/gradle/playframework/UserGuidePlugin.kt
index 6c90ee32..d440483c 100644
--- a/buildSrc/src/main/kotlin/org/gradle/playframework/UserGuidePlugin.kt
+++ b/buildSrc/src/main/kotlin/org/gradle/playframework/UserGuidePlugin.kt
@@ -32,9 +32,11 @@ class UserGuidePlugin : Plugin<Project> {
     fun Project.configureAsciidoctorTask() {
         val asciidoctor by tasks.existing(AsciidoctorTask::class) {
             sourceDir = file("src/docs/asciidoc")
-            sources(delegateClosureOf<PatternSet> {
-                include("index.adoc")
-            })
+            sources(
+                delegateClosureOf<PatternSet> {
+                    include("index.adoc")
+                }
+            )
 
             attributes(
                 mapOf(
diff --git a/src/main/java/org/gradle/playframework/plugins/PlayDistributionPlugin.java b/src/main/java/org/gradle/playframework/plugins/PlayDistributionPlugin.java
index 1f063590..65508e8f 100644
--- a/src/main/java/org/gradle/playframework/plugins/PlayDistributionPlugin.java
+++ b/src/main/java/org/gradle/playframework/plugins/PlayDistributionPlugin.java
@@ -1,9 +1,6 @@
 package org.gradle.playframework.plugins;
 
-import org.gradle.api.Action;
-import org.gradle.api.Plugin;
-import org.gradle.api.Project;
-import org.gradle.api.Task;
+import org.gradle.api.*;
 import org.gradle.api.artifacts.ArtifactCollection;
 import org.gradle.api.artifacts.Configuration;
 import org.gradle.api.artifacts.component.ComponentIdentifier;
@@ -122,13 +119,32 @@ private void createDistributionContentTasks(Project project, Distribution distri
 
         distSpec.into("bin", copySpec -> {
             copySpec.from(createStartScriptsTask);
-            copySpec.setFileMode(0755);
+            setFileMode(copySpec);
         });
 
         distSpec.into("conf", copySpec -> copySpec.from("conf").exclude("routes"));
         distSpec.from("README");
     }
 
+    private void setFileMode(CopySpec copySpec) {
+        try {
+            if (GradleVersion.current().compareTo(GradleVersion.version("8.3")) >= 0) {
+                copySpec.getClass().getMethod("filePermissions", Action.class)
+                        .invoke(copySpec, (Action<?>) filePermission -> {
+                            try {
+                                filePermission.getClass().getMethod("unix", String.class).invoke(filePermission, "0755");
+                            } catch (Exception e) {
+                                throw new GradleException("Failed to set unix file permission", e);
+                            }
+                        });
+            } else {
+                copySpec.getClass().getMethod("setFileMode", Integer.class).invoke(copySpec, 0755);
+            }
+        } catch (Exception e) {
+            throw new GradleException("Failed to set file permissions", e);
+        }
+    }
+
     private String getMainClass(PlayPlatform playPlatform) {
         switch (PlayMajorVersion.forPlatform(playPlatform)) {
             case PLAY_2_3_X:
@@ -238,7 +254,7 @@ public void execute(FileCopyDetails fileCopyDetails) {
         public String apply(File input) {
             calculateRenames();
             String rename = renames.get(input);
-            if (rename!=null) {
+            if (rename != null) {
                 return rename;
             }
             return input.getName();