diff --git a/cycode/cli/user_settings/base_file_manager.py b/cycode/cli/user_settings/base_file_manager.py
index 4f07f11c..6a9d0fe2 100644
--- a/cycode/cli/user_settings/base_file_manager.py
+++ b/cycode/cli/user_settings/base_file_manager.py
@@ -4,6 +4,9 @@
 from typing import Any
 
 from cycode.cli.utils.yaml_utils import read_yaml_file, update_yaml_file
+from cycode.logger import get_logger
+
+logger = get_logger('Base File Manager')
 
 
 class BaseFileManager(ABC):
@@ -15,5 +18,11 @@ def read_file(self) -> dict[Hashable, Any]:
 
     def write_content_to_file(self, content: dict[Hashable, Any]) -> None:
         filename = self.get_filename()
-        os.makedirs(os.path.dirname(filename), exist_ok=True)
+
+        try:
+            os.makedirs(os.path.dirname(filename), exist_ok=True)
+        except Exception as e:
+            logger.warning('Failed to create directory for file, %s', {'filename': filename}, exc_info=e)
+            return
+
         update_yaml_file(filename, content)
diff --git a/cycode/cli/utils/version_checker.py b/cycode/cli/utils/version_checker.py
index 8fd1d005..24146989 100644
--- a/cycode/cli/utils/version_checker.py
+++ b/cycode/cli/utils/version_checker.py
@@ -8,6 +8,9 @@
 from cycode.cli.user_settings.configuration_manager import ConfigurationManager
 from cycode.cli.utils.path_utils import get_file_content
 from cycode.cyclient.cycode_client_base import CycodeClientBase
+from cycode.logger import get_logger
+
+logger = get_logger('Version Checker')
 
 
 def _compare_versions(
@@ -154,8 +157,8 @@ def _update_last_check(self) -> None:
             os.makedirs(os.path.dirname(self.cache_file), exist_ok=True)
             with open(self.cache_file, 'w', encoding='UTF-8') as f:
                 f.write(str(time.time()))
-        except OSError:
-            pass
+        except Exception as e:
+            logger.debug('Failed to update version check cache file: %s', {'file': self.cache_file}, exc_info=e)
 
     def check_for_update(self, current_version: str, use_cache: bool = True) -> Optional[str]:
         """Check if an update is available for the current version.
diff --git a/cycode/cli/utils/yaml_utils.py b/cycode/cli/utils/yaml_utils.py
index c53d1ad1..c92acdc8 100644
--- a/cycode/cli/utils/yaml_utils.py
+++ b/cycode/cli/utils/yaml_utils.py
@@ -35,7 +35,8 @@ def _yaml_object_safe_load(file: TextIO) -> dict[Hashable, Any]:
 
 
 def read_yaml_file(filename: str) -> dict[Hashable, Any]:
-    if not os.path.exists(filename):
+    if not os.access(filename, os.R_OK) or not os.path.exists(filename):
+        logger.debug('Config file is not accessible or does not exist: %s', {'filename': filename})
         return {}
 
     with open(filename, encoding='UTF-8') as file:
@@ -43,6 +44,10 @@ def read_yaml_file(filename: str) -> dict[Hashable, Any]:
 
 
 def write_yaml_file(filename: str, content: dict[Hashable, Any]) -> None:
+    if not os.access(filename, os.W_OK) and os.path.exists(filename):
+        logger.warning('No write permission for file. Cannot save config, %s', {'filename': filename})
+        return
+
     with open(filename, 'w', encoding='UTF-8') as file:
         yaml.safe_dump(content, file)