diff --git a/bukkit/src/main/java/me/lucko/luckperms/bukkit/BukkitListener.java b/bukkit/src/main/java/me/lucko/luckperms/bukkit/BukkitListener.java
index e04e01ee..2f763a60 100644
--- a/bukkit/src/main/java/me/lucko/luckperms/bukkit/BukkitListener.java
+++ b/bukkit/src/main/java/me/lucko/luckperms/bukkit/BukkitListener.java
@@ -255,8 +255,9 @@ public class BukkitListener implements Listener {
         }
     }
 
-    @EventHandler
+    @EventHandler(priority = EventPriority.LOWEST)
     public void onWorldChange(PlayerChangedWorldEvent e) {
+        plugin.getContextManager().invalidateCache(e.getPlayer());
         plugin.refreshAutoOp(e.getPlayer());
     }
 }
diff --git a/common/src/main/java/me/lucko/luckperms/common/contexts/ContextManager.java b/common/src/main/java/me/lucko/luckperms/common/contexts/ContextManager.java
index 9c5dc4f8..d0e08067 100644
--- a/common/src/main/java/me/lucko/luckperms/common/contexts/ContextManager.java
+++ b/common/src/main/java/me/lucko/luckperms/common/contexts/ContextManager.java
@@ -62,6 +62,10 @@ public class ContextManager<T> {
         return cache.get(subject);
     }
 
+    public void invalidateCache(T subject){
+        cache.invalidate(subject);
+    }
+
     public void registerCalculator(ContextCalculator<T> calculator) {
         // calculators registered first should have priority (and be checked last.)
         calculators.add(0, calculator);