diff --git a/Bukkit/src/main/java/com/plotsquared/bukkit/util/BukkitSetupUtils.java b/Bukkit/src/main/java/com/plotsquared/bukkit/util/BukkitSetupUtils.java
index 1efd58a5c..e74553201 100644
--- a/Bukkit/src/main/java/com/plotsquared/bukkit/util/BukkitSetupUtils.java
+++ b/Bukkit/src/main/java/com/plotsquared/bukkit/util/BukkitSetupUtils.java
@@ -76,7 +76,7 @@ public class BukkitSetupUtils extends SetupUtils {
 
     @Override
     public void updateGenerators(final boolean force) {
-        if (!SetupUtils.generators.isEmpty() && !force) {
+        if (loaded && !SetupUtils.generators.isEmpty() && !force) {
             return;
         }
         String testWorld = "CheckingPlotSquaredGenerator";
@@ -100,6 +100,7 @@ public class BukkitSetupUtils extends SetupUtils {
                 e.printStackTrace();
             }
         }
+        loaded = true;
     }
 
     @Override
diff --git a/Core/src/main/java/com/plotsquared/core/util/SetupUtils.java b/Core/src/main/java/com/plotsquared/core/util/SetupUtils.java
index 7ac32e333..edb46f3d0 100644
--- a/Core/src/main/java/com/plotsquared/core/util/SetupUtils.java
+++ b/Core/src/main/java/com/plotsquared/core/util/SetupUtils.java
@@ -34,6 +34,7 @@ import java.util.HashMap;
 public abstract class SetupUtils {
 
     public static HashMap<String, GeneratorWrapper<?>> generators = new HashMap<>();
+    protected boolean loaded = false;
 
     /**
      * @since 6.1.0