diff --git a/examples/connect/databricks/fastapi/app.py b/examples/connect/databricks/fastapi/app.py
index ed01f41c..a3e49e6a 100644
--- a/examples/connect/databricks/fastapi/app.py
+++ b/examples/connect/databricks/fastapi/app.py
@@ -3,11 +3,11 @@
 from __future__ import annotations
 
 import os
-from typing import TYPE_CHECKING, Annotated
 
 from databricks import sql
 from databricks.sdk.core import Config, databricks_cli
 from fastapi import FastAPI, Header
+from typing_extensions import TYPE_CHECKING, Annotated
 
 from posit.connect.external.databricks import PositCredentialsStrategy
 
diff --git a/integration/tests/posit/connect/test_content_item_permissions.py b/integration/tests/posit/connect/test_content_item_permissions.py
index 518178d5..9f3ee04b 100644
--- a/integration/tests/posit/connect/test_content_item_permissions.py
+++ b/integration/tests/posit/connect/test_content_item_permissions.py
@@ -1,8 +1,7 @@
 from __future__ import annotations
 
-from typing import TYPE_CHECKING
-
 import pytest
+from typing_extensions import TYPE_CHECKING
 
 from posit import connect
 
diff --git a/src/posit/connect/_utils.py b/src/posit/connect/_utils.py
index 4b0ed291..c35dabd9 100644
--- a/src/posit/connect/_utils.py
+++ b/src/posit/connect/_utils.py
@@ -1,6 +1,6 @@
 from __future__ import annotations
 
-from typing import Any
+from typing_extensions import Any
 
 
 def update_dict_values(obj: dict[str, Any], /, **kwargs: Any) -> None:
diff --git a/src/posit/connect/bundles.py b/src/posit/connect/bundles.py
index 3363e3bb..5dba4ee4 100644
--- a/src/posit/connect/bundles.py
+++ b/src/posit/connect/bundles.py
@@ -3,7 +3,8 @@
 from __future__ import annotations
 
 import io
-from typing import TYPE_CHECKING, List
+
+from typing_extensions import TYPE_CHECKING, List
 
 from . import resources, tasks
 
diff --git a/src/posit/connect/client.py b/src/posit/connect/client.py
index 4a2cba3d..a9248d3a 100644
--- a/src/posit/connect/client.py
+++ b/src/posit/connect/client.py
@@ -2,9 +2,8 @@
 
 from __future__ import annotations
 
-from typing import TYPE_CHECKING, overload
-
 from requests import Response, Session
+from typing_extensions import TYPE_CHECKING, overload
 
 from . import hooks, me
 from .auth import Auth
diff --git a/src/posit/connect/config.py b/src/posit/connect/config.py
index 59d03c87..500bda73 100644
--- a/src/posit/connect/config.py
+++ b/src/posit/connect/config.py
@@ -1,7 +1,8 @@
 """Client configuration."""
 
 import os
-from typing import Optional
+
+from typing_extensions import Optional
 
 from . import urls
 
diff --git a/src/posit/connect/context.py b/src/posit/connect/context.py
index ec7ff55a..dbc456b7 100644
--- a/src/posit/connect/context.py
+++ b/src/posit/connect/context.py
@@ -2,9 +2,9 @@
 
 import functools
 import weakref
-from typing import TYPE_CHECKING, Protocol
 
 from packaging.version import Version
+from typing_extensions import TYPE_CHECKING, Protocol
 
 if TYPE_CHECKING:
     from .client import Client
diff --git a/src/posit/connect/cursors.py b/src/posit/connect/cursors.py
index 22f406e1..414d965d 100644
--- a/src/posit/connect/cursors.py
+++ b/src/posit/connect/cursors.py
@@ -1,7 +1,8 @@
 from __future__ import annotations
 
 from dataclasses import dataclass
-from typing import TYPE_CHECKING, Any, Generator, List
+
+from typing_extensions import TYPE_CHECKING, Any, Generator, List
 
 if TYPE_CHECKING:
     from .context import Context
diff --git a/src/posit/connect/env.py b/src/posit/connect/env.py
index 9ffd4dad..8ce42e2e 100644
--- a/src/posit/connect/env.py
+++ b/src/posit/connect/env.py
@@ -2,7 +2,7 @@
 
 from __future__ import annotations
 
-from typing import TYPE_CHECKING, Any, Iterator, List, Mapping, MutableMapping, Optional
+from typing_extensions import TYPE_CHECKING, Any, Iterator, List, Mapping, MutableMapping, Optional
 
 from .resources import Resources
 
diff --git a/src/posit/connect/environments.py b/src/posit/connect/environments.py
index f8e21a20..f235dbbd 100644
--- a/src/posit/connect/environments.py
+++ b/src/posit/connect/environments.py
@@ -3,11 +3,11 @@
 from __future__ import annotations
 
 from abc import abstractmethod
-from typing import Protocol
 
 from typing_extensions import (
     List,
     Literal,
+    Protocol,
     TypedDict,
     runtime_checkable,
 )
diff --git a/src/posit/connect/errors.py b/src/posit/connect/errors.py
index 8e8bf8db..e7ef7997 100644
--- a/src/posit/connect/errors.py
+++ b/src/posit/connect/errors.py
@@ -1,5 +1,6 @@
 import json
-from typing import Any
+
+from typing_extensions import Any
 
 
 class ClientError(Exception):
diff --git a/src/posit/connect/external/databricks.py b/src/posit/connect/external/databricks.py
index acc5d490..6578d659 100644
--- a/src/posit/connect/external/databricks.py
+++ b/src/posit/connect/external/databricks.py
@@ -9,9 +9,9 @@
 """
 
 import abc
-from typing import Callable, Dict, Optional
 
 import requests
+from typing_extensions import Callable, Dict, Optional
 
 from ..client import Client
 from ..oauth import Credentials
diff --git a/src/posit/connect/external/snowflake.py b/src/posit/connect/external/snowflake.py
index 670ac0e9..54789c9b 100644
--- a/src/posit/connect/external/snowflake.py
+++ b/src/posit/connect/external/snowflake.py
@@ -7,7 +7,7 @@
 The APIs in this module are provided as a convenience and are subject to breaking changes.
 """
 
-from typing import Optional
+from typing_extensions import Optional
 
 from ..client import Client
 from .external import is_local
diff --git a/src/posit/connect/groups.py b/src/posit/connect/groups.py
index fa5cf9dd..36f530e4 100644
--- a/src/posit/connect/groups.py
+++ b/src/posit/connect/groups.py
@@ -2,7 +2,7 @@
 
 from __future__ import annotations
 
-from typing import TYPE_CHECKING, List, Optional, overload
+from typing_extensions import TYPE_CHECKING, List, Optional, overload
 
 from .paginator import Paginator
 from .resources import BaseResource, Resources
diff --git a/src/posit/connect/jobs.py b/src/posit/connect/jobs.py
index 39036be0..69fb38af 100644
--- a/src/posit/connect/jobs.py
+++ b/src/posit/connect/jobs.py
@@ -2,7 +2,7 @@
 
 from __future__ import annotations
 
-from typing import (
+from typing_extensions import (
     Iterable,
     Literal,
     Protocol,
diff --git a/src/posit/connect/metrics/shiny_usage.py b/src/posit/connect/metrics/shiny_usage.py
index a5240f4f..d9657d9f 100644
--- a/src/posit/connect/metrics/shiny_usage.py
+++ b/src/posit/connect/metrics/shiny_usage.py
@@ -1,6 +1,6 @@
 from __future__ import annotations
 
-from typing import List, overload
+from typing_extensions import List, overload
 
 from ..cursors import CursorPaginator
 from ..resources import BaseResource, Resources
diff --git a/src/posit/connect/metrics/usage.py b/src/posit/connect/metrics/usage.py
index 47f2f1f0..2bb203f0 100644
--- a/src/posit/connect/metrics/usage.py
+++ b/src/posit/connect/metrics/usage.py
@@ -2,9 +2,8 @@
 
 from __future__ import annotations
 
-from typing import List, overload
-
 from requests.sessions import Session as Session
+from typing_extensions import List, overload
 
 from .. import resources
 from . import shiny_usage, visits
diff --git a/src/posit/connect/metrics/visits.py b/src/posit/connect/metrics/visits.py
index ea88dfb6..503d14af 100644
--- a/src/posit/connect/metrics/visits.py
+++ b/src/posit/connect/metrics/visits.py
@@ -1,6 +1,6 @@
 from __future__ import annotations
 
-from typing import List, overload
+from typing_extensions import List, overload
 
 from ..cursors import CursorPaginator
 from ..resources import BaseResource, Resources
diff --git a/src/posit/connect/oauth/associations.py b/src/posit/connect/oauth/associations.py
index 44723dfc..5d20db02 100644
--- a/src/posit/connect/oauth/associations.py
+++ b/src/posit/connect/oauth/associations.py
@@ -1,6 +1,6 @@
 """OAuth association resources."""
 
-from typing import List
+from typing_extensions import List
 
 from ..context import Context
 from ..resources import BaseResource, Resources
diff --git a/src/posit/connect/oauth/integrations.py b/src/posit/connect/oauth/integrations.py
index 3e3259e9..7dca39eb 100644
--- a/src/posit/connect/oauth/integrations.py
+++ b/src/posit/connect/oauth/integrations.py
@@ -1,6 +1,6 @@
 """OAuth integration resources."""
 
-from typing import List, Optional, overload
+from typing_extensions import List, Optional, overload
 
 from ..resources import BaseResource, Resources
 from .associations import IntegrationAssociations
diff --git a/src/posit/connect/oauth/oauth.py b/src/posit/connect/oauth/oauth.py
index 90df7270..efec4395 100644
--- a/src/posit/connect/oauth/oauth.py
+++ b/src/posit/connect/oauth/oauth.py
@@ -1,9 +1,8 @@
 from __future__ import annotations
 
 import os
-from typing import TYPE_CHECKING, Optional
 
-from typing_extensions import TypedDict
+from typing_extensions import TYPE_CHECKING, Optional, TypedDict
 
 from ..resources import Resources
 from .integrations import Integrations
diff --git a/src/posit/connect/oauth/sessions.py b/src/posit/connect/oauth/sessions.py
index fae3981b..e0db5829 100644
--- a/src/posit/connect/oauth/sessions.py
+++ b/src/posit/connect/oauth/sessions.py
@@ -1,6 +1,6 @@
 """OAuth session resources."""
 
-from typing import List, Optional, overload
+from typing_extensions import List, Optional, overload
 
 from ..resources import BaseResource, Resources
 
diff --git a/src/posit/connect/paginator.py b/src/posit/connect/paginator.py
index 75b224d3..0252e66f 100644
--- a/src/posit/connect/paginator.py
+++ b/src/posit/connect/paginator.py
@@ -1,7 +1,8 @@
 from __future__ import annotations
 
 from dataclasses import dataclass
-from typing import TYPE_CHECKING, Generator, List
+
+from typing_extensions import TYPE_CHECKING, Generator, List
 
 if TYPE_CHECKING:
     from .context import Context
diff --git a/src/posit/connect/permissions.py b/src/posit/connect/permissions.py
index 211decc2..4b029cb5 100644
--- a/src/posit/connect/permissions.py
+++ b/src/posit/connect/permissions.py
@@ -2,9 +2,8 @@
 
 from __future__ import annotations
 
-from typing import TYPE_CHECKING, List, Optional, overload
-
 from requests.sessions import Session as Session
+from typing_extensions import TYPE_CHECKING, List, Optional, overload
 
 from .resources import BaseResource, Resources
 
diff --git a/src/posit/connect/resources.py b/src/posit/connect/resources.py
index cae3ab09..6617e4f0 100644
--- a/src/posit/connect/resources.py
+++ b/src/posit/connect/resources.py
@@ -3,7 +3,8 @@
 import posixpath
 import warnings
 from abc import ABC
-from typing import (
+
+from typing_extensions import (
     TYPE_CHECKING,
     Any,
     Hashable,
diff --git a/src/posit/connect/system.py b/src/posit/connect/system.py
index c6aa1424..60b46ab8 100644
--- a/src/posit/connect/system.py
+++ b/src/posit/connect/system.py
@@ -2,9 +2,7 @@
 
 from __future__ import annotations
 
-from typing import TYPE_CHECKING, List, Literal, overload
-
-from typing_extensions import TypedDict, Unpack
+from typing_extensions import TYPE_CHECKING, List, Literal, TypedDict, Unpack, overload
 
 from .context import ContextManager
 from .resources import Active
diff --git a/src/posit/connect/tags.py b/src/posit/connect/tags.py
index 8762e1f0..4f03a36d 100644
--- a/src/posit/connect/tags.py
+++ b/src/posit/connect/tags.py
@@ -3,9 +3,8 @@
 from __future__ import annotations
 
 from abc import ABC, abstractmethod
-from typing import TYPE_CHECKING, Optional, overload
 
-from typing_extensions import NotRequired, TypedDict, Unpack
+from typing_extensions import TYPE_CHECKING, NotRequired, Optional, TypedDict, Unpack, overload
 
 from ._utils import update_dict_values
 from .context import Context, ContextManager
diff --git a/src/posit/connect/tasks.py b/src/posit/connect/tasks.py
index 8360304d..ac6b2931 100644
--- a/src/posit/connect/tasks.py
+++ b/src/posit/connect/tasks.py
@@ -2,7 +2,7 @@
 
 from __future__ import annotations
 
-from typing import overload
+from typing_extensions import overload
 
 from . import resources
 
diff --git a/src/posit/connect/users.py b/src/posit/connect/users.py
index 334617a5..a925df90 100644
--- a/src/posit/connect/users.py
+++ b/src/posit/connect/users.py
@@ -2,9 +2,15 @@
 
 from __future__ import annotations
 
-from typing import TYPE_CHECKING, List, Literal
-
-from typing_extensions import NotRequired, Required, TypedDict, Unpack
+from typing_extensions import (
+    TYPE_CHECKING,
+    List,
+    Literal,
+    NotRequired,
+    Required,
+    TypedDict,
+    Unpack,
+)
 
 from . import me
 from .content import Content
diff --git a/src/posit/connect/vanities.py b/src/posit/connect/vanities.py
index 9342ec16..1f105f21 100644
--- a/src/posit/connect/vanities.py
+++ b/src/posit/connect/vanities.py
@@ -1,8 +1,6 @@
 """Vanity URL resources."""
 
-from typing import Callable, List, Optional
-
-from typing_extensions import NotRequired, Required, TypedDict, Unpack
+from typing_extensions import Callable, List, NotRequired, Optional, Required, TypedDict, Unpack
 
 from .context import Context
 from .errors import ClientError
diff --git a/src/posit/connect/variants.py b/src/posit/connect/variants.py
index 9970c70e..2e518fb0 100644
--- a/src/posit/connect/variants.py
+++ b/src/posit/connect/variants.py
@@ -1,4 +1,4 @@
-from typing import List
+from typing_extensions import List
 
 from .context import Context
 from .resources import BaseResource, Resources
diff --git a/tests/posit/connect/external/test_databricks.py b/tests/posit/connect/external/test_databricks.py
index 9861b907..134911b1 100644
--- a/tests/posit/connect/external/test_databricks.py
+++ b/tests/posit/connect/external/test_databricks.py
@@ -1,9 +1,9 @@
 import base64
-from typing import Dict
 from unittest.mock import patch
 
 import pytest
 import responses
+from typing_extensions import Dict
 
 from posit.connect import Client
 from posit.connect.external.databricks import (
diff --git a/tests/posit/connect/test_internal_code.py b/tests/posit/connect/test_internal_code.py
new file mode 100644
index 00000000..6672911f
--- /dev/null
+++ b/tests/posit/connect/test_internal_code.py
@@ -0,0 +1,20 @@
+from pathlib import Path
+
+import pytest
+
+here = Path(__file__).resolve().parent
+root_dir = here.parent.parent.parent
+
+tests_dir = root_dir / "tests"
+src_dir = root_dir / "src"
+integration_tests_dir = tests_dir / "integration" / "tests"
+
+
+@pytest.mark.parametrize("path", [tests_dir, src_dir, integration_tests_dir])
+def test_no_from_typing_imports(path: Path):
+    for python_file in path.rglob("*.py"):
+        file_txt = python_file.read_text()
+        if "\nfrom typing import" in file_txt:
+            raise ValueError(
+                f"Found `from typing import` in {python_file.relative_to(root_dir)}. Please replace the import with `typing_extensions`."
+            )
diff --git a/tests/posit/connect/test_jobs.py b/tests/posit/connect/test_jobs.py
index b2463d98..802dd850 100644
--- a/tests/posit/connect/test_jobs.py
+++ b/tests/posit/connect/test_jobs.py
@@ -1,8 +1,7 @@
-from typing import TYPE_CHECKING
-
 import pytest
 import responses
 from requests.exceptions import HTTPError
+from typing_extensions import TYPE_CHECKING
 
 from posit.connect.client import Client
 
diff --git a/tests/posit/connect/test_resources.py b/tests/posit/connect/test_resources.py
index a17d252b..52536b96 100644
--- a/tests/posit/connect/test_resources.py
+++ b/tests/posit/connect/test_resources.py
@@ -1,8 +1,9 @@
 import warnings
-from typing import Optional
 from unittest import mock
 from unittest.mock import Mock
 
+from typing_extensions import Optional
+
 from posit.connect.resources import BaseResource
 
 config = Mock()