diff --git a/openhands/memory/condenser/impl/amortized_forgetting_condenser.py b/openhands/memory/condenser/impl/amortized_forgetting_condenser.py
index a33455c341..8c5dd3dc2c 100644
--- a/openhands/memory/condenser/impl/amortized_forgetting_condenser.py
+++ b/openhands/memory/condenser/impl/amortized_forgetting_condenser.py
@@ -55,7 +55,7 @@ class AmortizedForgettingCondenser(RollingCondenser):
         return Condensation(action=event)
 
     def should_condense(self, view: View) -> bool:
-        return len(view) > self.max_size
+        return len(view) > self.max_size or view.unhandled_condensation_request
 
     @classmethod
     def from_config(
diff --git a/openhands/memory/condenser/impl/llm_attention_condenser.py b/openhands/memory/condenser/impl/llm_attention_condenser.py
index 81b7fde8dc..3b3153046e 100644
--- a/openhands/memory/condenser/impl/llm_attention_condenser.py
+++ b/openhands/memory/condenser/impl/llm_attention_condenser.py
@@ -116,7 +116,7 @@ class LLMAttentionCondenser(RollingCondenser):
         return Condensation(action=event)
 
     def should_condense(self, view: View) -> bool:
-        return len(view) > self.max_size
+        return len(view) > self.max_size or view.unhandled_condensation_request
 
     @classmethod
     def from_config(
diff --git a/openhands/memory/condenser/impl/llm_summarizing_condenser.py b/openhands/memory/condenser/impl/llm_summarizing_condenser.py
index af2c369ae9..c6553ca6c0 100644
--- a/openhands/memory/condenser/impl/llm_summarizing_condenser.py
+++ b/openhands/memory/condenser/impl/llm_summarizing_condenser.py
@@ -158,7 +158,7 @@ CURRENT_STATE: Last flip: Heads, Haiku count: 15/20"""
         )
 
     def should_condense(self, view: View) -> bool:
-        return len(view) > self.max_size
+        return len(view) > self.max_size or view.unhandled_condensation_request
 
     @classmethod
     def from_config(
diff --git a/openhands/memory/condenser/impl/structured_summary_condenser.py b/openhands/memory/condenser/impl/structured_summary_condenser.py
index a698e898d8..f06ae17a2c 100644
--- a/openhands/memory/condenser/impl/structured_summary_condenser.py
+++ b/openhands/memory/condenser/impl/structured_summary_condenser.py
@@ -305,7 +305,7 @@ Capture all relevant information, especially:
         )
 
     def should_condense(self, view: View) -> bool:
-        return len(view) > self.max_size
+        return len(view) > self.max_size or view.unhandled_condensation_request
 
     @classmethod
     def from_config(