diff --git a/simulation-system/libs/csle-cli/src/csle_cli/cli.py b/simulation-system/libs/csle-cli/src/csle_cli/cli.py
index 37525d122..2491861ea 100755
--- a/simulation-system/libs/csle-cli/src/csle_cli/cli.py
+++ b/simulation-system/libs/csle-cli/src/csle_cli/cli.py
@@ -1389,10 +1389,9 @@ def start_host_managers(ip: str, emulation: str, ip_first_octet: int):
     config = MetastoreFacade.get_config(id=1)
     for node in config.cluster_config.cluster_nodes:
         if node.ip == ip or ip == "":
-            started = ClusterController.start_host_managers(ip=ip, port=constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT,
+            operation_outcome = ClusterController.start_host_managers(ip=ip, port=constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT,
                                                   emulation=emulation, ip_first_octet=ip_first_octet)
-
-            if started:
+            if operation_outcome.outcome:
                 click.secho(f"Starting host managers on port:{constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT}")
             else:
                 click.secho(f"Host managers are not started:{constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT}",
@@ -1413,14 +1412,14 @@ def start_host_manager(ip: str, container_ip:str, emulation: str, ip_first_octet
     config = MetastoreFacade.get_config(id=1)
     for node in config.cluster_config.cluster_nodes:
         if node.ip == ip or ip == "":
-            started = ClusterController.start_host_manager(ip=ip, port=constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT,
+            operation_outcome = ClusterController.start_host_manager(ip=ip, port=constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT,
                                                  emulation=emulation, ip_first_octet=ip_first_octet,
                                                  container_ip=container_ip)
-            if started:
-                click.secho(f"Starting host with ip {container_ip} on "
+            if operation_outcome.outcome:
+                click.secho(f"Started host manager with ip {container_ip} on "
                             f"port:{constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT}")
             else:
-                click.secho(f"Host with ip {container_ip} is not "
+                click.secho(f"Host manager with ip {container_ip} is not "
                             f"started:{constants.GRPC_SERVERS.CLUSTER_MANAGER_PORT}",
                             bold=False)
 
diff --git a/simulation-system/libs/csle-cluster/src/csle_cluster/cluster_manager/cluster_manager.py b/simulation-system/libs/csle-cluster/src/csle_cluster/cluster_manager/cluster_manager.py
index 927a991a9..46c770bdf 100644
--- a/simulation-system/libs/csle-cluster/src/csle_cluster/cluster_manager/cluster_manager.py
+++ b/simulation-system/libs/csle-cluster/src/csle_cluster/cluster_manager/cluster_manager.py
@@ -2425,6 +2425,8 @@ def startHostManager(
                                               ip=container_config.docker_gw_bridge_ip, logger=logging.getLogger())
             return csle_cluster.cluster_manager.cluster_manager_pb2.OperationOutcomeDTO(outcome=True)
         else:
+            logging.info(f"Container with ip: {request.containerIp} not found in execution "
+                         f"with id: {request.ipFirstOctet} of emulation {request.emulation}")
             return csle_cluster.cluster_manager.cluster_manager_pb2.OperationOutcomeDTO(outcome=False)
 
     def stopHostManagers(
diff --git a/simulation-system/libs/csle-common/src/csle_common/controllers/host_controller.py b/simulation-system/libs/csle-common/src/csle_common/controllers/host_controller.py
index b220c40d6..8623f5f28 100644
--- a/simulation-system/libs/csle-common/src/csle_common/controllers/host_controller.py
+++ b/simulation-system/libs/csle-common/src/csle_common/controllers/host_controller.py
@@ -89,6 +89,9 @@ def start_host_manager(emulation_env_config: EmulationEnvConfig, ip: str, logger
             o, e, _ = EmulationUtil.execute_ssh_cmd(cmd=cmd,
                                                     conn=emulation_env_config.get_connection(ip=ip))
             time.sleep(5)
+        else:
+            logger.info(f"Host manager is already running on: {ip}. Output of {cmd} was: {str(o)}, "
+                        f"err output was: {str(e)}")
 
     @staticmethod
     def stop_host_managers(emulation_env_config: EmulationEnvConfig, physical_host_ip: str) -> None: