diff --git a/.release-please-manifest.json b/.release-please-manifest.json
index 4c313f9..4918b25 100644
--- a/.release-please-manifest.json
+++ b/.release-please-manifest.json
@@ -1,3 +1,3 @@
 {
-  ".": "1.4.0"
+  ".": "1.4.1"
 }
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 678c475..b8768e6 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,17 @@
 # Changelog
 
+## [1.4.1](https://github.com/googleapis/python-essential-contacts/compare/v1.4.0...v1.4.1) (2023-01-20)
+
+
+### Bug Fixes
+
+* Add context manager return types ([a7d37c6](https://github.com/googleapis/python-essential-contacts/commit/a7d37c62b7dca7e06074e32135883aebfa8cb67a))
+
+
+### Documentation
+
+* Add documentation for enums ([a7d37c6](https://github.com/googleapis/python-essential-contacts/commit/a7d37c62b7dca7e06074e32135883aebfa8cb67a))
+
 ## [1.4.0](https://github.com/googleapis/python-essential-contacts/compare/v1.3.0...v1.4.0) (2023-01-10)
 
 
diff --git a/google/cloud/essential_contacts/gapic_version.py b/google/cloud/essential_contacts/gapic_version.py
index 18c65df..dc24d9a 100644
--- a/google/cloud/essential_contacts/gapic_version.py
+++ b/google/cloud/essential_contacts/gapic_version.py
@@ -13,4 +13,4 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 #
-__version__ = "1.4.0"  # {x-release-please-version}
+__version__ = "1.4.1"  # {x-release-please-version}
diff --git a/google/cloud/essential_contacts_v1/gapic_version.py b/google/cloud/essential_contacts_v1/gapic_version.py
index 18c65df..dc24d9a 100644
--- a/google/cloud/essential_contacts_v1/gapic_version.py
+++ b/google/cloud/essential_contacts_v1/gapic_version.py
@@ -13,4 +13,4 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 #
-__version__ = "1.4.0"  # {x-release-please-version}
+__version__ = "1.4.1"  # {x-release-please-version}
diff --git a/google/cloud/essential_contacts_v1/services/essential_contacts_service/client.py b/google/cloud/essential_contacts_v1/services/essential_contacts_service/client.py
index e828665..9cda333 100644
--- a/google/cloud/essential_contacts_v1/services/essential_contacts_service/client.py
+++ b/google/cloud/essential_contacts_v1/services/essential_contacts_service/client.py
@@ -1152,7 +1152,7 @@ def sample_send_test_message():
             metadata=metadata,
         )
 
-    def __enter__(self):
+    def __enter__(self) -> "EssentialContactsServiceClient":
         return self
 
     def __exit__(self, type, value, traceback):
diff --git a/google/cloud/essential_contacts_v1/types/enums.py b/google/cloud/essential_contacts_v1/types/enums.py
index 92ad009..62f63b1 100644
--- a/google/cloud/essential_contacts_v1/types/enums.py
+++ b/google/cloud/essential_contacts_v1/types/enums.py
@@ -31,6 +31,38 @@ class NotificationCategory(proto.Enum):
     subscribed to. Each notification will be categorized by the
     sender into one of the following categories. All contacts that
     are subscribed to that category will receive the notification.
+
+    Values:
+        NOTIFICATION_CATEGORY_UNSPECIFIED (0):
+            Notification category is unrecognized or
+            unspecified.
+        ALL (2):
+            All notifications related to the resource,
+            including notifications pertaining to categories
+            added in the future.
+        SUSPENSION (3):
+            Notifications related to imminent account
+            suspension.
+        SECURITY (5):
+            Notifications related to security/privacy
+            incidents, notifications, and vulnerabilities.
+        TECHNICAL (6):
+            Notifications related to technical events and
+            issues such as outages, errors, or bugs.
+        BILLING (7):
+            Notifications related to billing and payments
+            notifications, price updates, errors, or
+            credits.
+        LEGAL (8):
+            Notifications related to enforcement actions,
+            regulatory compliance, or government notices.
+        PRODUCT_UPDATES (9):
+            Notifications related to new versions,
+            product terms updates, or deprecations.
+        TECHNICAL_INCIDENTS (10):
+            Child category of TECHNICAL. If assigned,
+            technical incident notifications will go to
+            these contacts instead of TECHNICAL.
     """
     NOTIFICATION_CATEGORY_UNSPECIFIED = 0
     ALL = 2
@@ -47,6 +79,19 @@ class ValidationState(proto.Enum):
     r"""A contact's validation state indicates whether or not it is
     the correct contact to be receiving notifications for a
     particular resource.
+
+    Values:
+        VALIDATION_STATE_UNSPECIFIED (0):
+            The validation state is unknown or
+            unspecified.
+        VALID (1):
+            The contact is marked as valid. This is
+            usually done manually by the contact admin. All
+            new contacts begin in the valid state.
+        INVALID (2):
+            The contact is considered invalid. This may
+            become the state if the contact's email is found
+            to be unreachable.
     """
     VALIDATION_STATE_UNSPECIFIED = 0
     VALID = 1
diff --git a/samples/generated_samples/snippet_metadata_google.cloud.essentialcontacts.v1.json b/samples/generated_samples/snippet_metadata_google.cloud.essentialcontacts.v1.json
index 738497f..cf57f6f 100644
--- a/samples/generated_samples/snippet_metadata_google.cloud.essentialcontacts.v1.json
+++ b/samples/generated_samples/snippet_metadata_google.cloud.essentialcontacts.v1.json
@@ -8,7 +8,7 @@
     ],
     "language": "PYTHON",
     "name": "google-cloud-essential-contacts",
-    "version": "1.4.0"
+    "version": "1.4.1"
   },
   "snippets": [
     {