diff --git a/src/models/group.js b/src/models/group.js
index 516267e469..0f4682c1d5 100644
--- a/src/models/group.js
+++ b/src/models/group.js
@@ -264,8 +264,13 @@ GroupSchema.statics.tavernBoss = function(user,progress) {
         // Deal damage. Note a couple things here, str & def are calculated. If str/def are defined in the database,
         // use those first - which allows us to update the boss on the go if things are too easy/hard.
         if (!tavern.quest.extra) tavern.quest.extra = {};
-        tavern.quest.progress.hp -= dmg / (tavern.quest.extra.def || quest.boss.def);
-        tavern.quest.progress.rage -= rage * (tavern.quest.extra.str || quest.boss.str);
+        if (tavern.quest.progress.hp < quest.boss.desperation.threshold) {
+          tavern.quest.progress.hp -= dmg / (quest.boss.desperation.def);
+          tavern.quest.progress.rage -= rage * (quest.boss.desperation.str);
+        } else {
+          tavern.quest.progress.hp -= dmg / (tavern.quest.extra.def || quest.boss.def);
+          tavern.quest.progress.rage -= rage * (tavern.quest.extra.str || quest.boss.str);
+        }
         if (tavern.quest.progress.rage >= quest.boss.rage.value) {
           if (!tavern.quest.extra.worldDmg) tavern.quest.extra.worldDmg = {};
           var wd = tavern.quest.extra.worldDmg;
@@ -283,6 +288,10 @@ GroupSchema.statics.tavernBoss = function(user,progress) {
             tavern.quest.progress.hp += (quest.boss.rage.healing * tavern.quest.progress.hp);
           }
         }
+        if (tavern.quest.progress.hp < quest.boss.desperation.threshold && !tavern.quest.extra.desperate) {
+          tavern.sendChat(quest.boss.desperation.text('en'));
+          tavern.quest.extra.desperate = true;
+        }
         tavern.save(cb);
       }
     }