diff --git a/doc/changelog.rst b/doc/changelog.rst
index f3eb4f6f23..d381e8dc22 100644
--- a/doc/changelog.rst
+++ b/doc/changelog.rst
@@ -17,6 +17,22 @@ PyMongo 4.16 brings a number of changes including:
 - Removed support for Eventlet.
   Eventlet is actively being sunset by its maintainers and has compatibility issues with PyMongo's dnspython dependency.
 
+Changes in Version 4.15.4 (2025/10/21)
+--------------------------------------
+
+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/pymongo/asynchronous/client_session.py b/pymongo/asynchronous/client_session.py
index 8674e98447..6ab3b39983 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,
@@ -604,7 +604,7 @@ 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 478710362e..29c5d26423 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
@@ -468,6 +469,17 @@ 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 813d6a688d..37e1a249e0 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
@@ -460,6 +461,17 @@ 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 e3d4835502..1444b22994 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