diff --git a/monkey/common/utils/exceptions.py b/monkey/common/utils/exceptions.py
index fa026933c..6b36402a0 100644
--- a/monkey/common/utils/exceptions.py
+++ b/monkey/common/utils/exceptions.py
@@ -20,3 +20,7 @@ class CredentialsNotRequiredError(RegistrationNotNeededError):
 
 class AlreadyRegisteredError(RegistrationNotNeededError):
     """ Raise to indicate the reason why registration is not required """
+
+
+class VersionServerConnectionError(Exception):
+    """ Raise to indicate that connection to version update server failed """
diff --git a/monkey/infection_monkey/control.py b/monkey/infection_monkey/control.py
index 9b0443791..50eb3f656 100644
--- a/monkey/infection_monkey/control.py
+++ b/monkey/infection_monkey/control.py
@@ -84,7 +84,7 @@ class ControlClient(object):
                 if ControlClient.proxies:
                     debug_message += " through proxies: %s" % ControlClient.proxies
                 LOG.debug(debug_message)
-                requests.get("https://%s/api?action=is-up" % (server,),  # noqa: DUO123
+                requests.get(f"https://{server}/api?action=is-up",  # noqa: DUO123
                              verify=False,
                              proxies=ControlClient.proxies,
                              timeout=TIMEOUT_IN_SECONDS)
diff --git a/monkey/infection_monkey/post_breach/actions/schedule_jobs.py b/monkey/infection_monkey/post_breach/actions/schedule_jobs.py
index d6cdd2765..f7d8d8056 100644
--- a/monkey/infection_monkey/post_breach/actions/schedule_jobs.py
+++ b/monkey/infection_monkey/post_breach/actions/schedule_jobs.py
@@ -15,5 +15,7 @@ class ScheduleJobs(PBA):
         super(ScheduleJobs, self).__init__(name=POST_BREACH_JOB_SCHEDULING,
                                            linux_cmd=' '.join(linux_cmds),
                                            windows_cmd=windows_cmds)
-
+    
+    def run(self):
+        super(ScheduleJobs, self).run()
         remove_scheduled_jobs()
diff --git a/monkey/infection_monkey/post_breach/job_scheduling/windows_job_scheduling.py b/monkey/infection_monkey/post_breach/job_scheduling/windows_job_scheduling.py
index 017203821..6fd888d67 100644
--- a/monkey/infection_monkey/post_breach/job_scheduling/windows_job_scheduling.py
+++ b/monkey/infection_monkey/post_breach/job_scheduling/windows_job_scheduling.py
@@ -5,7 +5,7 @@ SCHEDULED_TASK_COMMAND = r'C:\windows\system32\cmd.exe'
 
 
 def get_windows_commands_to_schedule_jobs():
-    return f'schtasks /Create /SC monthly /TN {SCHEDULED_TASK_NAME} /TR {SCHEDULED_TASK_COMMAND}'
+    return f'schtasks /Create /SC monthly /F /TN {SCHEDULED_TASK_NAME} /TR {SCHEDULED_TASK_COMMAND}'
 
 
 def get_windows_commands_to_remove_scheduled_jobs():
diff --git a/monkey/infection_monkey/post_breach/post_breach_handler.py b/monkey/infection_monkey/post_breach/post_breach_handler.py
index e20727ccf..888984551 100644
--- a/monkey/infection_monkey/post_breach/post_breach_handler.py
+++ b/monkey/infection_monkey/post_breach/post_breach_handler.py
@@ -25,9 +25,9 @@ class PostBreach(object):
         """
         Executes all post breach actions.
         """
-        pool = Pool(5)
-        pool.map(self.run_pba, self.pba_list)
-        LOG.info("All PBAs executed. Total {} executed.".format(len(self.pba_list)))
+        with Pool(5) as pool:
+            pool.map(self.run_pba, self.pba_list)
+            LOG.info("All PBAs executed. Total {} executed.".format(len(self.pba_list)))
 
     @staticmethod
     def config_to_pba_list() -> Sequence[PBA]:
@@ -40,5 +40,6 @@ class PostBreach(object):
         try:
             LOG.debug("Executing PBA: '{}'".format(pba.name))
             pba.run()
+            LOG.debug(f"Execution of {pba.name} finished")
         except Exception as e:
             LOG.error("PBA {} failed. Error info: {}".format(pba.name, e))
diff --git a/monkey/monkey_island/cc/services/version_update.py b/monkey/monkey_island/cc/services/version_update.py
index ad1f81513..af47bf93a 100644
--- a/monkey/monkey_island/cc/services/version_update.py
+++ b/monkey/monkey_island/cc/services/version_update.py
@@ -3,6 +3,7 @@ import logging
 import requests
 
 import monkey_island.cc.environment.environment_singleton as env_singleton
+from common.utils.exceptions import VersionServerConnectionError
 from common.version import get_version
 
 __author__ = "itay.mizeretz"
@@ -29,8 +30,8 @@ class VersionUpdateService:
         if VersionUpdateService.newer_version is None:
             try:
                 VersionUpdateService.newer_version = VersionUpdateService._check_new_version()
-            except Exception:
-                logger.exception('Failed updating version number')
+            except VersionServerConnectionError:
+                logger.info('Failed updating version number')
 
         return VersionUpdateService.newer_version
 
@@ -42,7 +43,11 @@ class VersionUpdateService:
         """
         url = VersionUpdateService.VERSION_SERVER_CHECK_NEW_URL % (env_singleton.env.get_deployment(), get_version())
 
-        reply = requests.get(url, timeout=15)
+        try:
+            reply = requests.get(url, timeout=7)
+        except requests.exceptions.RequestException:
+            logger.info("Can't get latest monkey version, probably no connection to the internet.")
+            raise VersionServerConnectionError
 
         res = reply.json().get('newer_version', None)