diff --git a/chaos_monkey/config.py b/chaos_monkey/config.py
index 5fee384ee..aa6cb0582 100644
--- a/chaos_monkey/config.py
+++ b/chaos_monkey/config.py
@@ -213,7 +213,7 @@ class Configuration(object):
     # exploiters config
     ###########################
 
-    skip_exploit_if_file_exist = True
+    skip_exploit_if_file_exist = False
 
     ms08_067_exploit_attempts = 5
     ms08_067_remote_user_add = "Monkey_IUSER_SUPPORT"
diff --git a/chaos_monkey/example.conf b/chaos_monkey/example.conf
index 35e1badd0..f9fe7e414 100644
--- a/chaos_monkey/example.conf
+++ b/chaos_monkey/example.conf
@@ -62,7 +62,7 @@
     "self_delete_in_cleanup": true,
     "serialize_config": false,
     "singleton_mutex_name": "{2384ec59-0df8-4ab9-918c-843740924a28}",
-    "skip_exploit_if_file_exist": true,
+    "skip_exploit_if_file_exist": false,
     "exploit_user_list": [],
     "exploit_password_list": [],
     "sambacry_trigger_timeout": 5,
diff --git a/monkey_island/cc/services/config.py b/monkey_island/cc/services/config.py
index 86184f31c..11733ad6a 100644
--- a/monkey_island/cc/services/config.py
+++ b/monkey_island/cc/services/config.py
@@ -480,7 +480,7 @@ SCHEMA = {
                         "skip_exploit_if_file_exist": {
                             "title": "Skip exploit if file exists",
                             "type": "boolean",
-                            "default": True,
+                            "default": False,
                             "description": "Determines whether the monkey should skip the exploit if the monkey's file is already on the remote machine"
                         }
                     }