diff --git a/build.gradle b/build.gradle
index 39d1959..799d85d 100644
--- a/build.gradle
+++ b/build.gradle
@@ -11,7 +11,7 @@ allprojects {
     }
 
     group = 'me.vaperion.blade'
-    version = '3.0.5'
+    version = '3.0.6'
 
     // workaround for gradle issue: https://github.com/gradle/gradle/issues/17236#issuecomment-894385386
     tasks.withType(Copy).all {
diff --git a/bukkit/src/main/java/me/vaperion/blade/bukkit/platform/BukkitHelpGenerator.java b/bukkit/src/main/java/me/vaperion/blade/bukkit/platform/BukkitHelpGenerator.java
index 3c50064..9fd9bde 100644
--- a/bukkit/src/main/java/me/vaperion/blade/bukkit/platform/BukkitHelpGenerator.java
+++ b/bukkit/src/main/java/me/vaperion/blade/bukkit/platform/BukkitHelpGenerator.java
@@ -17,13 +17,18 @@ public class BukkitHelpGenerator implements HelpGenerator {
     @NotNull
     @Override
     public List<String> generate(@NotNull Context context, @NotNull List<Command> commands) {
-        commands = commands.stream().distinct().filter(c -> !c.isHidden()).collect(Collectors.toList());
+        commands = commands.stream()
+              .distinct()
+              .filter(c -> !c.isHidden())
+              .sorted(context.blade().getConfiguration().getHelpSorter())
+              .collect(Collectors.toList());
 
         int originalCount = commands.size();
-        commands = commands.stream().filter(c -> context.blade().getPermissionTester().testPermission(context, c))
+        commands = commands.stream()
+              .filter(c -> context.blade().getPermissionTester().testPermission(context, c))
               .collect(Collectors.toList());
 
-        if (originalCount != 0 && commands.size() == 0) {
+        if (originalCount != 0 && commands.isEmpty()) {
             return Collections.singletonList(ChatColor.RED + context.blade().getConfiguration().getDefaultPermissionMessage());
         }
 
diff --git a/core/src/main/java/me/vaperion/blade/platform/BladeConfiguration.java b/core/src/main/java/me/vaperion/blade/platform/BladeConfiguration.java
index 81d825e..5c6bf31 100644
--- a/core/src/main/java/me/vaperion/blade/platform/BladeConfiguration.java
+++ b/core/src/main/java/me/vaperion/blade/platform/BladeConfiguration.java
@@ -2,8 +2,10 @@
 
 import lombok.Getter;
 import lombok.Setter;
+import me.vaperion.blade.command.Command;
 import me.vaperion.blade.util.Preconditions;
 
+import java.util.Comparator;
 import java.util.concurrent.ExecutorService;
 import java.util.concurrent.Executors;
 import java.util.function.Consumer;
@@ -26,6 +28,8 @@ public final class BladeConfiguration {
     private HelpGenerator helpGenerator;
     private TabCompleter tabCompleter;
 
+    private Comparator<Command> helpSorter = Comparator.comparing(Command::getUsageAlias);
+
     public void validate() {
         Preconditions.checkNotNull(pluginInstance, "Plugin instance cannot be null.");
         Preconditions.checkNotNull(fallbackPrefix, "Fallback prefix cannot be null.");
diff --git a/velocity/src/main/java/me/vaperion/blade/velocity/platform/VelocityHelpGenerator.java b/velocity/src/main/java/me/vaperion/blade/velocity/platform/VelocityHelpGenerator.java
index ae88812..0ad4e79 100644
--- a/velocity/src/main/java/me/vaperion/blade/velocity/platform/VelocityHelpGenerator.java
+++ b/velocity/src/main/java/me/vaperion/blade/velocity/platform/VelocityHelpGenerator.java
@@ -18,13 +18,18 @@ public class VelocityHelpGenerator implements HelpGenerator {
 
     @Override
     public @NotNull List<String> generate(@NotNull Context context, @NotNull List<Command> commands) {
-        commands = commands.stream().distinct().filter(c -> !c.isHidden()).collect(Collectors.toList());
+        commands = commands.stream()
+              .distinct()
+              .filter(c -> !c.isHidden())
+              .sorted(context.blade().getConfiguration().getHelpSorter())
+              .collect(Collectors.toList());
 
         int originalCount = commands.size();
-        commands = commands.stream().filter(c -> context.blade().getPermissionTester().testPermission(context, c))
+        commands = commands.stream()
+              .filter(c -> context.blade().getPermissionTester().testPermission(context, c))
               .collect(Collectors.toList());
 
-        if (originalCount != 0 && commands.size() == 0) {
+        if (originalCount != 0 && commands.isEmpty()) {
             return Collections.singletonList("&c" + context.blade().getConfiguration().getDefaultPermissionMessage());
         }