diff --git a/.release-please-manifest.json b/.release-please-manifest.json
index 34f6b414..a5dd041d 100644
--- a/.release-please-manifest.json
+++ b/.release-please-manifest.json
@@ -1,3 +1,3 @@
 {
-  ".": "4.15.0"
+  ".": "4.16.0"
 }
\ No newline at end of file
diff --git a/.stats.yml b/.stats.yml
index 43e82626..5076b7f7 100644
--- a/.stats.yml
+++ b/.stats.yml
@@ -1,4 +1,4 @@
 configured_endpoints: 118
-openapi_spec_url: https://storage.googleapis.com/stainless-sdk-openapi-specs/orb%2Forb-2c9291de1fd876908ebe56144e90762ab6e390e3f25102da815ab3fca6335d38.yml
-openapi_spec_hash: eabe2d8e58ceed1d61d41fe7a44020ca
+openapi_spec_url: https://storage.googleapis.com/stainless-sdk-openapi-specs/orb%2Forb-d661add554c414c758c2ab668ddfe60da8b4c5cd81c44e59ccca1c2c5c91e898.yml
+openapi_spec_hash: 3765a1f72610d1018727f51138dfffc3
 config_hash: 1f73a949b649ecfe6ec68ba1bb459dc2
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 18e19308..3e9277e5 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,13 @@
 # Changelog
 
+## 4.16.0 (2025-09-12)
+
+Full Changelog: [v4.15.0...v4.16.0](https://github.com/orbcorp/orb-python/compare/v4.15.0...v4.16.0)
+
+### Features
+
+* **api:** api update ([2648a8d](https://github.com/orbcorp/orb-python/commit/2648a8d1daad117b43ddf6c35fc471794d96d19d))
+
 ## 4.15.0 (2025-09-10)
 
 Full Changelog: [v4.14.1...v4.15.0](https://github.com/orbcorp/orb-python/compare/v4.14.1...v4.15.0)
diff --git a/pyproject.toml b/pyproject.toml
index ee2ea148..3152a1d6 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -1,6 +1,6 @@
 [project]
 name = "orb-billing"
-version = "4.15.0"
+version = "4.16.0"
 description = "The official Python library for the orb API"
 dynamic = ["readme"]
 license = "Apache-2.0"
diff --git a/src/orb/_version.py b/src/orb/_version.py
index b043e17c..3087bc66 100644
--- a/src/orb/_version.py
+++ b/src/orb/_version.py
@@ -1,4 +1,4 @@
 # File generated from our OpenAPI spec by Stainless. See CONTRIBUTING.md for details.
 
 __title__ = "orb"
-__version__ = "4.15.0"  # x-release-please-version
+__version__ = "4.16.0"  # x-release-please-version
diff --git a/src/orb/types/item.py b/src/orb/types/item.py
index cbb47c97..819f82f8 100644
--- a/src/orb/types/item.py
+++ b/src/orb/types/item.py
@@ -10,7 +10,9 @@
 
 
 class ExternalConnection(BaseModel):
-    external_connection_name: Literal["stripe", "quickbooks", "bill.com", "netsuite", "taxjar", "avalara", "anrok"]
+    external_connection_name: Literal[
+        "stripe", "quickbooks", "bill.com", "netsuite", "taxjar", "avalara", "anrok", "numeral"
+    ]
 
     external_entity_id: str
 
diff --git a/src/orb/types/item_update_params.py b/src/orb/types/item_update_params.py
index 695af653..2087a12d 100644
--- a/src/orb/types/item_update_params.py
+++ b/src/orb/types/item_update_params.py
@@ -23,7 +23,7 @@ class ItemUpdateParams(TypedDict, total=False):
 
 class ExternalConnection(TypedDict, total=False):
     external_connection_name: Required[
-        Literal["stripe", "quickbooks", "bill.com", "netsuite", "taxjar", "avalara", "anrok"]
+        Literal["stripe", "quickbooks", "bill.com", "netsuite", "taxjar", "avalara", "anrok", "numeral"]
     ]
 
     external_entity_id: Required[str]