diff --git a/monkey/monkey_island/cc/services/version_update.py b/monkey/monkey_island/cc/services/version_update.py
index 5bf773c6b..52dd70c9b 100644
--- a/monkey/monkey_island/cc/services/version_update.py
+++ b/monkey/monkey_island/cc/services/version_update.py
@@ -75,8 +75,13 @@ class VersionUpdateService:
     def get_deployment_from_file(file_path: str) -> str:
         deployment = "unknown"
 
-        with open(file_path, "r") as deployment_info_file:
-            deployment_info = json.load(deployment_info_file)
-            deployment = deployment_info["deployment"]
+        try:
+            with open(file_path, "r") as deployment_info_file:
+                deployment_info = json.load(deployment_info_file)
+                deployment = deployment_info["deployment"]
+        except Exception as ex:
+            logger.debug(
+                f"Couldn't get deployment info from {str(file_path)}. Exception: {str(ex)}."
+            )
 
         return deployment
diff --git a/monkey/tests/data_for_tests/deployment_flawed b/monkey/tests/data_for_tests/deployment_flawed
new file mode 100644
index 000000000..6563189c5
--- /dev/null
+++ b/monkey/tests/data_for_tests/deployment_flawed
@@ -0,0 +1 @@
+develop
diff --git a/monkey/tests/data_for_tests/deployment_key_error.json b/monkey/tests/data_for_tests/deployment_key_error.json
new file mode 100644
index 000000000..acba72b2d
--- /dev/null
+++ b/monkey/tests/data_for_tests/deployment_key_error.json
@@ -0,0 +1,3 @@
+{
+    "tnemyolped": "develop"
+}
diff --git a/monkey/tests/unit_tests/monkey_island/cc/services/test_version_update.py b/monkey/tests/unit_tests/monkey_island/cc/services/test_version_update.py
index 84cb45535..7b0067c0b 100644
--- a/monkey/tests/unit_tests/monkey_island/cc/services/test_version_update.py
+++ b/monkey/tests/unit_tests/monkey_island/cc/services/test_version_update.py
@@ -10,7 +10,42 @@ def deployment_info_file_path(data_for_tests_dir):
     return os.path.join(data_for_tests_dir, "deployment.json")
 
 
-def test_get_deployment_field(deployment_info_file_path, monkeypatch):
+@pytest.fixture
+def ghost_file():
+    return "ghost_file"
+
+
+@pytest.fixture
+def key_error_deployment_info_file_path(data_for_tests_dir):
+    return os.path.join(data_for_tests_dir, "deployment_key_error.json")
+
+
+@pytest.fixture
+def flawed_deployment_info_file_path(data_for_tests_dir):
+    return os.path.join(data_for_tests_dir, "deployment_flawed")
+
+
+def test_get_deployment_field_from_file(deployment_info_file_path, monkeypatch):
     monkeypatch.setattr(os.path, "join", lambda *args: deployment_info_file_path)
     deployment = VersionUpdateService().get_deployment_from_file(deployment_info_file_path)
     assert deployment == "develop"
+
+
+def test_get_deployment_field_from_nonexistent_file(ghost_file, monkeypatch):
+    monkeypatch.setattr(os.path, "join", lambda *args: ghost_file)
+    deployment = VersionUpdateService().get_deployment_from_file(ghost_file)
+    assert deployment == "unknown"
+
+
+def test_get_deployment_field_key_error(key_error_deployment_info_file_path, monkeypatch):
+    monkeypatch.setattr(os.path, "join", lambda *args: key_error_deployment_info_file_path)
+    deployment = VersionUpdateService().get_deployment_from_file(
+        key_error_deployment_info_file_path
+    )
+    assert deployment == "unknown"
+
+
+def test_get_deployment_field_from_flawed_json_file(flawed_deployment_info_file_path, monkeypatch):
+    monkeypatch.setattr(os.path, "join", lambda *args: flawed_deployment_info_file_path)
+    deployment = VersionUpdateService().get_deployment_from_file(flawed_deployment_info_file_path)
+    assert deployment == "unknown"