diff --git a/.github/workflows/dist.yml b/.github/workflows/dist.yml
index f9b61d73e5..3f0379bf19 100644
--- a/.github/workflows/dist.yml
+++ b/.github/workflows/dist.yml
@@ -100,7 +100,7 @@ jobs:
 
   make_sdist:
     name: Make SDist
-    runs-on: macos-13
+    runs-on: macos-14
     steps:
       - uses: actions/checkout@v5
         with:
diff --git a/doc/changelog.rst b/doc/changelog.rst
index bde6125c44..a9917d211e 100644
--- a/doc/changelog.rst
+++ b/doc/changelog.rst
@@ -1,6 +1,22 @@
 Changelog
 =========
 
+Changes in Version 4.15.4 (2025/11/11)
+--------------------------------------
+
+Version 4.15.4 is a bug fix release.
+
+- Relaxed the callback type of :meth:`~pymongo.asynchronous.client_session.AsyncClientSession.with_transaction` to allow the broader Awaitable type rather than only Coroutine objects.
+- Added the missing Python 3.14 trove classifier to the package metadata.
+
+Issues Resolved
+...............
+
+See the `PyMongo 4.15.4 release notes in JIRA`_ for the list of resolved issues
+in this release.
+
+.. _PyMongo 4.15.4 release notes in JIRA: https://jira.mongodb.org/secure/ReleaseNote.jspa?projectId=10004&version=47237
+
 Changes in Version 4.15.3 (2025/10/07)
 --------------------------------------
 
diff --git a/doc/index.rst b/doc/index.rst
index 85812d1b14..17b12e51a8 100644
--- a/doc/index.rst
+++ b/doc/index.rst
@@ -22,7 +22,7 @@ work with MongoDB from Python.
 Getting Help
 ------------
 If you're having trouble or have questions about PyMongo, ask your question on
-our `MongoDB Community Forum <https://www.mongodb.com/community/forums/tag/python>`_.
+one of the platforms listed on `Technical Support <https://www.mongodb.com/docs/manual/support/>`_.
 You may also want to consider a
 `commercial support subscription <https://support.mongodb.com/welcome>`_.
 Once you get an answer, it'd be great if you could work it back into this
@@ -37,7 +37,7 @@ project.
 
 Feature Requests / Feedback
 ---------------------------
-Use our `feedback engine <https://feedback.mongodb.com/forums/924286-drivers>`_
+Use our `feedback engine <https://feedback.mongodb.com/?category=7548141816650747033>`_
 to send us feature requests and general feedback about PyMongo.
 
 Contributing
diff --git a/pymongo/asynchronous/client_session.py b/pymongo/asynchronous/client_session.py
index be02295cea..ce2d7667f5 100644
--- a/pymongo/asynchronous/client_session.py
+++ b/pymongo/asynchronous/client_session.py
@@ -143,8 +143,8 @@
     TYPE_CHECKING,
     Any,
     AsyncContextManager,
+    Awaitable,
     Callable,
-    Coroutine,
     Mapping,
     MutableMapping,
     NoReturn,
@@ -600,7 +600,7 @@ def _inherit_option(self, name: str, val: _T) -> _T:
 
     async def with_transaction(
         self,
-        callback: Callable[[AsyncClientSession], Coroutine[Any, Any, _T]],
+        callback: Callable[[AsyncClientSession], Awaitable[_T]],
         read_concern: Optional[ReadConcern] = None,
         write_concern: Optional[WriteConcern] = None,
         read_preference: Optional[_ServerMode] = None,
diff --git a/test/asynchronous/test_transactions.py b/test/asynchronous/test_transactions.py
index 5c2a4f6fae..6849da9896 100644
--- a/test/asynchronous/test_transactions.py
+++ b/test/asynchronous/test_transactions.py
@@ -15,6 +15,7 @@
 """Execute Transactions Spec tests."""
 from __future__ import annotations
 
+import asyncio
 import sys
 from io import BytesIO
 from test.asynchronous.utils_spec_runner import AsyncSpecRunner
@@ -469,6 +470,17 @@ async def callback2(session):
         async with self.client.start_session() as s:
             self.assertEqual(await s.with_transaction(callback2), "Foo")
 
+    @async_client_context.require_transactions
+    @async_client_context.require_async
+    async def test_callback_awaitable_no_coroutine(self):
+        def callback(_):
+            future = asyncio.Future()
+            future.set_result("Foo")
+            return future
+
+        async with self.client.start_session() as s:
+            self.assertEqual(await s.with_transaction(callback), "Foo")
+
     @async_client_context.require_transactions
     async def test_callback_not_retried_after_timeout(self):
         listener = OvertCommandListener()
diff --git a/test/test_transactions.py b/test/test_transactions.py
index f4578deddb..0c5bd42d7d 100644
--- a/test/test_transactions.py
+++ b/test/test_transactions.py
@@ -15,6 +15,7 @@
 """Execute Transactions Spec tests."""
 from __future__ import annotations
 
+import asyncio
 import sys
 from io import BytesIO
 from test.utils_spec_runner import SpecRunner
@@ -461,6 +462,17 @@ def callback2(session):
         with self.client.start_session() as s:
             self.assertEqual(s.with_transaction(callback2), "Foo")
 
+    @client_context.require_transactions
+    @client_context.require_async
+    def test_callback_awaitable_no_coroutine(self):
+        def callback(_):
+            future = asyncio.Future()
+            future.set_result("Foo")
+            return future
+
+        with self.client.start_session() as s:
+            self.assertEqual(s.with_transaction(callback), "Foo")
+
     @client_context.require_transactions
     def test_callback_not_retried_after_timeout(self):
         listener = OvertCommandListener()
diff --git a/tools/synchro.py b/tools/synchro.py
index e502f96281..17dac3f21f 100644
--- a/tools/synchro.py
+++ b/tools/synchro.py
@@ -322,6 +322,14 @@ def translate_coroutine_types(lines: list[str]) -> list[str]:
             index = lines.index(type)
             new = type.replace(old, res.group(3))
             lines[index] = new
+    coroutine_types = [line for line in lines if "Awaitable[" in line]
+    for type in coroutine_types:
+        res = re.search(r"Awaitable\[([A-z]+)\]", type)
+        if res:
+            old = res[0]
+            index = lines.index(type)
+            new = type.replace(old, res.group(1))
+            lines[index] = new
     return lines