diff --git a/examples/python/helloworld/helloworld_pb2.py b/examples/python/helloworld/helloworld_pb2.py
index 88f8715f997..6a876593d5a 100644
--- a/examples/python/helloworld/helloworld_pb2.py
+++ b/examples/python/helloworld/helloworld_pb2.py
@@ -1,12 +1,22 @@
 # -*- coding: utf-8 -*-
 # Generated by the protocol buffer compiler.  DO NOT EDIT!
+# NO CHECKED-IN PROTOBUF GENCODE
 # source: helloworld.proto
-# Protobuf Python Version: 5.26.1
+# Protobuf Python Version: 5.27.2
 """Generated protocol buffer code."""
 from google.protobuf import descriptor as _descriptor
 from google.protobuf import descriptor_pool as _descriptor_pool
+from google.protobuf import runtime_version as _runtime_version
 from google.protobuf import symbol_database as _symbol_database
 from google.protobuf.internal import builder as _builder
+_runtime_version.ValidateProtobufRuntimeVersion(
+    _runtime_version.Domain.PUBLIC,
+    5,
+    27,
+    2,
+    '',
+    'helloworld.proto'
+)
 # @@protoc_insertion_point(imports)
 
 _sym_db = _symbol_database.Default()
diff --git a/examples/python/helloworld/helloworld_pb2_grpc.py b/examples/python/helloworld/helloworld_pb2_grpc.py
index a991c8fd3f3..f3cd60f1bab 100644
--- a/examples/python/helloworld/helloworld_pb2_grpc.py
+++ b/examples/python/helloworld/helloworld_pb2_grpc.py
@@ -5,10 +5,10 @@ import warnings
 
 import helloworld_pb2 as helloworld__pb2
 
-GRPC_GENERATED_VERSION = '1.64.0.dev0'
+GRPC_GENERATED_VERSION = '1.66.0.dev0'
 GRPC_VERSION = grpc.__version__
-EXPECTED_ERROR_RELEASE = '1.65.0'
-SCHEDULED_RELEASE_DATE = 'June 25, 2024'
+EXPECTED_ERROR_RELEASE = '1.66.0'
+SCHEDULED_RELEASE_DATE = 'August 6, 2024'
 _version_not_supported = False
 
 try:
diff --git a/src/compiler/python_generator.cc b/src/compiler/python_generator.cc
index bb3b0ab84aa..11bc2c5cec9 100644
--- a/src/compiler/python_generator.cc
+++ b/src/compiler/python_generator.cc
@@ -744,8 +744,8 @@ bool PrivateGenerator::PrintPreamble(grpc_generator::Printer* out) {
       var["ToolsVersion"] = config.grpc_tools_version;
       out->Print(var, "\nGRPC_GENERATED_VERSION = '$ToolsVersion$'\n");
       out->Print("GRPC_VERSION = grpc.__version__\n");
-      out->Print("EXPECTED_ERROR_RELEASE = '1.65.0'\n");
-      out->Print("SCHEDULED_RELEASE_DATE = 'June 25, 2024'\n");
+      out->Print("EXPECTED_ERROR_RELEASE = '1.66.0'\n");
+      out->Print("SCHEDULED_RELEASE_DATE = 'August 6, 2024'\n");
       out->Print("_version_not_supported = False\n\n");
       out->Print("try:\n");
       {