I've added logs to cover these situations and modules:

Configuration reset
    Configuration Insert
    Configuration Update
    Report steps
    Monkey downloads
    Env startup logs

Also I've changed the logging init position so it covers every functions from main, some functions and vars are being called and init from import level, in order to log those situations I had to init the log system right on the beginning of the module.

monkey_island/cc/environment/environment.py

@@ -22,7 +22,7 @@ def load_env_from_file():
 try:
     __env_type = load_env_from_file()
     env = ENV_DICT[__env_type]()
-    logger.info('Monkey\'s env is: {0}'.format(env))
+    logger.info('Monkey\'s env is: {0}'.format(env.__class__.__name__))
 except Exception:
     logger.error('Failed initializing environment', exc_info=True)
     raise

monkey_island/cc/main.py

@@ -9,11 +9,15 @@ BASE_PATH = os.path.dirname(os.path.dirname(os.path.abspath(__file__)))
 if BASE_PATH not in sys.path:
     sys.path.insert(0, BASE_PATH)
 
+from cc.island_logger import json_setup_logging
+# This is here in order to catch EVERYTHING, some functions are being called on imports the log init needs to be on top.
+json_setup_logging(default_path='island_logger_default_config.json', default_level=logging.DEBUG)
+logger = logging.getLogger(__name__)
+
 from cc.app import init_app
 from cc.utils import local_ip_addresses
 from cc.environment.environment import env
 from cc.database import is_db_server_up
-from cc.island_logger import json_setup_logging
 
 
 def main():
@@ -21,9 +25,6 @@ def main():
     from tornado.httpserver import HTTPServer
     from tornado.ioloop import IOLoop
 
-    json_setup_logging(default_path='island_logger_default_config.json', default_level=logging.DEBUG)
-    logger = logging.getLogger(__name__)
-
     mongo_url = os.environ.get('MONGO_URL', env.get_mongo_url())
 
     while not is_db_server_up(mongo_url):

monkey_island/cc/resources/client_run.py

@@ -20,7 +20,7 @@ class ClientRun(flask_restful.Resource):
         if monkey is not None:
             is_monkey_running = not monkey["dead"]
         else:
-            logger.info("")
+            logger.info("Monkey is not running")
             is_monkey_running = False
 
         return jsonify(is_running=is_monkey_running)

monkey_island/cc/resources/island_logs.py

@@ -1,6 +1,7 @@
-import flask_restful
 import logging
 
+import flask_restful
+
 from cc.auth import jwt_required
 from cc.services.island_logs import IslandLogService
 
@@ -16,4 +17,3 @@ class IslandLog(flask_restful.Resource):
             return IslandLogService.get_log_file()
         except Exception as e:
             logger.error('Monkey Island logs failed to download', exc_info=True)
-

monkey_island/cc/resources/monkey_configuration.py

@@ -19,7 +19,6 @@ class MonkeyConfiguration(flask_restful.Resource):
         config_json = json.loads(request.data)
         if 'reset' in config_json:
             ConfigService.reset_config()
-
         else:
             ConfigService.update_config(config_json, should_encrypt=True)
         return self.get()