diff --git a/testdata/adapter-configs/cl-deployment/adapter-task-config.yaml b/testdata/adapter-configs/cl-deployment/adapter-task-config.yaml
index 87a4af4..e71718d 100644
--- a/testdata/adapter-configs/cl-deployment/adapter-task-config.yaml
+++ b/testdata/adapter-configs/cl-deployment/adapter-task-config.yaml
@@ -29,16 +29,23 @@ spec:
           field: "name"
         - name: "generationSpec"
           field: "generation"
-        - name: "readyConditionStatus"
+        - name: "clusterNotReady"
           expression: |
             status.conditions.filter(c, c.type == "Ready").size() > 0
-              ? status.conditions.filter(c, c.type == "Ready")[0].status
-              : "False"
-      # Structured conditions with valid operators
-      conditions:
-        - field: "readyConditionStatus"
-          operator: "equals"
-          value: "False"
+              ? status.conditions.filter(c, c.type == "Ready")[0].status != "True"
+              : true
+        - name: "clusterReadyTTL"
+          expression: |
+            (timestamp(now()) - timestamp(
+              status.conditions.filter(c, c.type == "Ready").size() > 0
+                ? status.conditions.filter(c, c.type == "Ready")[0].last_transition_time
+                : now()
+            )).getSeconds() >= 300
+
+    - name: "validationCheck"
+      # Precondition passes if cluster is NOT Ready OR if cluster is Ready and stable for >300 seconds since last transition (enables self-healing)
+      expression: |
+        clusterNotReady || clusterReadyTTL
 
     - name: "clusterAdapterStatus"
       apiCall:
diff --git a/testdata/adapter-configs/cl-job/adapter-task-config.yaml b/testdata/adapter-configs/cl-job/adapter-task-config.yaml
index a61db32..fc91076 100644
--- a/testdata/adapter-configs/cl-job/adapter-task-config.yaml
+++ b/testdata/adapter-configs/cl-job/adapter-task-config.yaml
@@ -36,21 +36,23 @@ spec:
         - name: "simulateResult"     # possible values: success (default), failure, hang, crash, invalid-json, missing-status
           field: "simulateResult"
           default: "success"
-        - name: "readyConditionStatus"
+        - name: "clusterNotReady"
           expression: |
             status.conditions.filter(c, c.type == "Ready").size() > 0
-              ? status.conditions.filter(c, c.type == "Ready")[0].status
-              : "False"
-      # Structured conditions with valid operators
-      conditions:
-        - field: "readyConditionStatus"
-          operator: "equals"
-          value: "False"
+              ? status.conditions.filter(c, c.type == "Ready")[0].status != "True"
+              : true
+        - name: "clusterReadyTTL"
+          expression: |
+            (timestamp(now()) - timestamp(
+              status.conditions.filter(c, c.type == "Ready").size() > 0
+                ? status.conditions.filter(c, c.type == "Ready")[0].last_transition_time
+                : now()
+            )).getSeconds() >= 300
 
     - name: "validationCheck"
-      # Valid CEL expression
+      # Precondition passes if cluster is NOT Ready OR if cluster is Ready and stable for >300 seconds since last transition (enables self-healing)
       expression: |
-        readyConditionStatus == "False"
+        clusterNotReady || clusterReadyTTL
 
     - name: "clusterAdapterStatus"
       apiCall:
diff --git a/testdata/adapter-configs/cl-namespace/adapter-task-config.yaml b/testdata/adapter-configs/cl-namespace/adapter-task-config.yaml
index 072dbb6..7dd623b 100644
--- a/testdata/adapter-configs/cl-namespace/adapter-task-config.yaml
+++ b/testdata/adapter-configs/cl-namespace/adapter-task-config.yaml
@@ -39,21 +39,23 @@ spec:
           field: "name"
         - name: "generationSpec"
           field: "generation"
-        - name: "readyConditionStatus"
+        - name: "clusterNotReady"
           expression: |
             status.conditions.filter(c, c.type == "Ready").size() > 0
-              ? status.conditions.filter(c, c.type == "Ready")[0].status
-              : "False"
-      # Structured conditions with valid operators
-      conditions:
-        - field: "readyConditionStatus"
-          operator: "equals"
-          value: "False"
+              ? status.conditions.filter(c, c.type == "Ready")[0].status != "True"
+              : true
+        - name: "clusterReadyTTL"
+          expression: |
+            (timestamp(now()) - timestamp(
+              status.conditions.filter(c, c.type == "Ready").size() > 0
+                ? status.conditions.filter(c, c.type == "Ready")[0].last_transition_time
+                : now()
+            )).getSeconds() >= 300
 
     - name: "validationCheck"
-      # Valid CEL expression
+      # Precondition passes if cluster is NOT Ready OR if cluster is Ready and stable for >300 seconds since last transition (enables self-healing)
       expression: |
-        readyConditionStatus == "False"
+        clusterNotReady || clusterReadyTTL
 
   # Resources with valid K8s manifests
   resources:
diff --git a/testdata/adapter-configs/np-configmap/adapter-task-config.yaml b/testdata/adapter-configs/np-configmap/adapter-task-config.yaml
index 38c7308..8622160 100644
--- a/testdata/adapter-configs/np-configmap/adapter-task-config.yaml
+++ b/testdata/adapter-configs/np-configmap/adapter-task-config.yaml
@@ -33,16 +33,23 @@ spec:
           field: "name"
         - name: "generationSpec"
           field: "generation"
-        - name: "readyConditionStatus"
+        - name: "nodepoolNotReady"
           expression: |
             status.conditions.filter(c, c.type == "Ready").size() > 0
-              ? status.conditions.filter(c, c.type == "Ready")[0].status
-              : "False"
-      # Structured conditions with valid operators
-      conditions:
-        - field: "readyConditionStatus"
-          operator: "equals"
-          value: "False"
+              ? status.conditions.filter(c, c.type == "Ready")[0].status != "True"
+              : true
+        - name: "nodepoolReadyTTL"
+          expression: |
+            (timestamp(now()) - timestamp(
+              status.conditions.filter(c, c.type == "Ready").size() > 0
+                ? status.conditions.filter(c, c.type == "Ready")[0].last_transition_time
+                : now()
+            )).getSeconds() >= 300
+
+    - name: "validationCheck"
+      # Precondition passes if nodepool is NOT Ready OR if nodepool is Ready and stable for >300 seconds since last transition (enables self-healing)
+      expression: |
+        nodepoolNotReady || nodepoolReadyTTL
 
     - name: "clusterAdapterStatus"
       apiCall: