diff --git a/examples/python/tests/unit/credential_test.py b/examples/python/tests/unit/credential_test.py
index b37f46346..d8b0cc6e5 100644
--- a/examples/python/tests/unit/credential_test.py
+++ b/examples/python/tests/unit/credential_test.py
@@ -32,7 +32,7 @@ def test_create_credentials(self, mock_request):
         request_args = self.generic_request_args
         request_args["data"] = {
             "TestString": "abc",
-            "TestBoolean": True,
+            "TestBoolean": "true",
             "TestAnyArray": ['{"any": "thing"}', '{"another": "thing"}'],
             "TestAnyType": '{"type": "any"}',
         }
@@ -48,7 +48,7 @@ def test_update_credentials(self, mock_request):
             test_boolean=False, test_string="new string"
         )
         request_args = self.generic_request_args
-        request_args["data"] = {"TestString": "new string", "TestBoolean": False}
+        request_args["data"] = {"TestString": "new string", "TestBoolean": "false"}
 
         mock_request.assert_called_once_with(
             "POST", "http://flex-api.twilio.com/v1/Credentials/AWS/123", **request_args
@@ -113,7 +113,7 @@ async def test_async_create_credentials(self, mock_request):
         request_args = self.generic_request_args
         request_args["data"] = {
             "TestString": "abc",
-            "TestBoolean": True,
+            "TestBoolean": "true",
             "TestAnyArray": ['{"any": "thing"}', '{"another": "thing"}'],
             "TestAnyType": '{"type": "any"}',
         }
@@ -129,7 +129,7 @@ async def test_async_update_credentials(self, mock_request):
             test_boolean=False, test_string="new string"
         )
         request_args = self.generic_request_args
-        request_args["data"] = {"TestString": "new string", "TestBoolean": False}
+        request_args["data"] = {"TestString": "new string", "TestBoolean": "false"}
 
         mock_request.assert_called_once_with(
             "POST", "http://flex-api.twilio.com/v1/Credentials/AWS/123", **request_args
diff --git a/examples/python/twilio/rest/flex_api/v1/credential/aws/__init__.py b/examples/python/twilio/rest/flex_api/v1/credential/aws/__init__.py
index f001230a7..14bb9647d 100644
--- a/examples/python/twilio/rest/flex_api/v1/credential/aws/__init__.py
+++ b/examples/python/twilio/rest/flex_api/v1/credential/aws/__init__.py
@@ -14,7 +14,7 @@
 
 
 from typing import Any, Dict, List, Optional, Union, Iterator, AsyncIterator
-from twilio.base import deserialize, values
+from twilio.base import deserialize, serialize, values
 from twilio.base.instance_context import InstanceContext
 from twilio.base.instance_resource import InstanceResource
 from twilio.base.list_resource import ListResource
@@ -249,7 +249,7 @@ def update(
         data = values.of(
             {
                 "TestString": test_string,
-                "TestBoolean": test_boolean,
+                "TestBoolean": serialize.boolean_to_string(test_boolean),
             }
         )
 
@@ -277,7 +277,7 @@ async def update_async(
         data = values.of(
             {
                 "TestString": test_string,
-                "TestBoolean": test_boolean,
+                "TestBoolean": serialize.boolean_to_string(test_boolean),
             }
         )
 
diff --git a/examples/python/twilio/rest/flex_api/v1/credential/new_credentials.py b/examples/python/twilio/rest/flex_api/v1/credential/new_credentials.py
index 16cd67548..0d43e41a2 100644
--- a/examples/python/twilio/rest/flex_api/v1/credential/new_credentials.py
+++ b/examples/python/twilio/rest/flex_api/v1/credential/new_credentials.py
@@ -117,7 +117,7 @@ def create(
         data = values.of(
             {
                 "TestString": test_string,
-                "TestBoolean": test_boolean,
+                "TestBoolean": serialize.boolean_to_string(test_boolean),
                 "TestInteger": test_integer,
                 "TestNumber": test_number,
                 "TestNumberFloat": test_number_float,
@@ -195,7 +195,7 @@ async def create_async(
         data = values.of(
             {
                 "TestString": test_string,
-                "TestBoolean": test_boolean,
+                "TestBoolean": serialize.boolean_to_string(test_boolean),
                 "TestInteger": test_integer,
                 "TestNumber": test_number,
                 "TestNumberFloat": test_number_float,
diff --git a/src/main/resources/config/python.json b/src/main/resources/config/python.json
index 6d1034355..066c4fc94 100644
--- a/src/main/resources/config/python.json
+++ b/src/main/resources/config/python.json
@@ -38,7 +38,8 @@
     "date_time": "serialize.iso8601_datetime({value})",
     "date_or_time": "serialize.iso8601_datetime({value})",
     "date_time_inequality": "serialize.iso8601_datetime({value})",
-    "prefixed_collapsible_map": "serialize.prefixed_collapsible_map({value}, {trait})"
+    "prefixed_collapsible_map": "serialize.prefixed_collapsible_map({value}, {trait})",
+    "boolean": "serialize.boolean_to_string({value})"
   },
 
   "deserialize": {