diff --git a/src/log_pruner.py b/src/log_pruner.py
index 0e0a338..71205f1 100644
--- a/src/log_pruner.py
+++ b/src/log_pruner.py
@@ -41,12 +41,24 @@ class LogPruner:
   for session_info in old_sessions_to_check:
    session_id = session_info['session_id']
    session_path = session_info['path']
-   if not session_path or not os.path.isdir(session_path):
+   if not session_path:
     continue
-    # Calculate total size of files in the directory
+    
+   # Resolve path
+   resolved_path = session_path
+   if not os.path.isabs(resolved_path):
+    if resolved_path.startswith('logs' + os.sep) or resolved_path.startswith('logs/'):
+     # Resolve relative to the project root (two levels up from self.logs_dir)
+     project_root = os.path.dirname(os.path.dirname(os.path.abspath(self.logs_dir)))
+     resolved_path = os.path.join(project_root, resolved_path)
+   
+   if not os.path.isdir(resolved_path):
+    continue
+    
+   # Calculate total size of files in the directory
    total_size = 0
    try:
-    for entry in os.scandir(session_path):
+    for entry in os.scandir(resolved_path):
      if entry.is_file():
       total_size += entry.stat().st_size
    except OSError:
@@ -54,7 +66,7 @@ class LogPruner:
     # Prune if the total size is less than threshold
    if total_size < (min_size_kb * 1024):
     try:
-     shutil.rmtree(session_path)
+     shutil.rmtree(resolved_path)
      # Also remove from registry to keep it in sync
      if session_id in self.log_registry.data:
       del self.log_registry.data[session_id]
diff --git a/tests/test_log_pruning_heuristic.py b/tests/test_log_pruning_heuristic.py
index 624aa95..afee5da 100644
--- a/tests/test_log_pruning_heuristic.py
+++ b/tests/test_log_pruning_heuristic.py
@@ -10,7 +10,7 @@ class TestLogPruningHeuristic(unittest.TestCase):
  def setUp(self) -> None:
   self.temp_dir = tempfile.TemporaryDirectory()
   self.registry_path = os.path.join(self.temp_dir.name, "registry.toml")
-  self.logs_dir = os.path.join(self.temp_dir.name, "logs")
+  self.logs_dir = os.path.join(self.temp_dir.name, "logs", "sessions")
   os.makedirs(self.logs_dir, exist_ok=True)
   self.registry = LogRegistry(self.registry_path)
   self.pruner = LogPruner(self.registry, self.logs_dir)
@@ -119,5 +119,31 @@ class TestLogPruningHeuristic(unittest.TestCase):
   self.assertFalse(os.path.exists(session_path))
   self.assertNotIn(session_id, self.registry.data)
 
+ def test_prune_handles_relative_paths_starting_with_logs(self) -> None:
+  now = datetime.now()
+  # Create a session with a relative path
+  session_id = "rel_path_session"
+  # In this test, self.logs_dir = temp_dir/logs/sessions
+  # project_root will be resolved to temp_dir
+  # So the relative path starting with 'logs/' should be 'logs/rel_path_session'
+  rel_path = f"logs/{session_id}"
+  abs_path = os.path.join(self.temp_dir.name, "logs", session_id)
+  os.makedirs(abs_path, exist_ok=True)
+  
+  with open(os.path.join(abs_path, "comms.log"), "w") as f:
+   f.write("small") # Tiny file
+   
+  # Register with the RELATIVE path
+  self.registry.register_session(session_id, rel_path, now - timedelta(days=10))
+  self.registry.update_session_metadata(session_id, message_count=1, errors=0, size_kb=0, whitelisted=False, reason="Test")
+  
+  self.assertTrue(os.path.exists(abs_path))
+  
+  # Prune. It should resolve 'logs/rel_path_session' relative to temp_dir.name
+  self.pruner.prune(max_age_days=1, min_size_kb=1)
+  
+  self.assertFalse(os.path.exists(abs_path))
+  self.assertNotIn(session_id, self.registry.data)
+
 if __name__ == '__main__':
  unittest.main()