diff --git a/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitBootstrap.java b/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitBootstrap.java
index 88dcd6248..e4db8450e 100644
--- a/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitBootstrap.java
+++ b/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitBootstrap.java
@@ -88,6 +88,7 @@ public class LPBukkitBootstrap extends JavaPlugin implements LuckPermsBootstrap
     private final CountDownLatch loadLatch = new CountDownLatch(1);
     private final CountDownLatch enableLatch = new CountDownLatch(1);
     private boolean serverStarting = true;
+    private boolean serverStopping = false;
 
     // if the plugin has been loaded on an incompatible version
     private boolean incompatibleVersion = false;
@@ -150,6 +151,8 @@ public class LPBukkitBootstrap extends JavaPlugin implements LuckPermsBootstrap
             return;
         }
 
+        this.serverStopping = true;
+        this.serverStopping = false;
         this.startTime = Instant.now();
         try {
             this.plugin.enable();
@@ -167,8 +170,8 @@ public class LPBukkitBootstrap extends JavaPlugin implements LuckPermsBootstrap
             return;
         }
 
+        this.serverStopping = true;
         this.plugin.disable();
-        this.serverStarting = true;
     }
 
     @Override
@@ -185,6 +188,10 @@ public class LPBukkitBootstrap extends JavaPlugin implements LuckPermsBootstrap
         return this.serverStarting;
     }
 
+    public boolean isServerStopping() {
+        return this.serverStopping;
+    }
+
     // provide information about the plugin
 
     @Override
diff --git a/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitPlugin.java b/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitPlugin.java
index 2e4264ed5..e4c303a9a 100644
--- a/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitPlugin.java
+++ b/bukkit/src/main/java/me/lucko/luckperms/bukkit/LPBukkitPlugin.java
@@ -333,6 +333,10 @@ public class LPBukkitPlugin extends AbstractLuckPermsPlugin {
             return;
         }
 
+        if (!callerIsSync && this.bootstrap.isServerStopping()) {
+            return;
+        }
+
         User user = getUserManager().getIfLoaded(player.getUniqueId());
         boolean value;