diff --git a/sdks/python/setup.py b/sdks/python/setup.py
index 9a45d287d49..9a82c2579ad 100644
--- a/sdks/python/setup.py
+++ b/sdks/python/setup.py
@@ -354,8 +354,12 @@ def get_portability_package_data():
           'cloudpickle~=2.2.1',
           'fastavro>=0.23.6,<2',
           'fasteners>=0.3,<1.0',
-          # TODO(https://github.com/grpc/grpc/issues/37710): Unpin grpc
-          'grpcio>=1.33.1,<2,!=1.48.0,!=1.59.*,!=1.60.*,!=1.61.*,!=1.62.0,!=1.62.1,<1.66.0',  # pylint: disable=line-too-long
+          # NOTE(https://github.com/grpc/grpc/issues/37710):
+          # Some grpc 1.66.0+ versions have a regression,
+          # which might not be reproducible in newer versions.
+          # internal bug number: 372274680
+          # external issue: https://github.com/grpc/grpc/issues/37710
+          'grpcio>=1.33.1,<2,!=1.48.0,!=1.59.*,!=1.60.*,!=1.61.*,!=1.62.0,!=1.62.1',  # pylint: disable=line-too-long
           'hdfs>=2.1.0,<3.0.0',
           'httplib2>=0.8,<0.23.0',
           'jsonschema>=4.0.0,<5.0.0',
diff --git a/sdks/python/tox.ini b/sdks/python/tox.ini
index 25d44259fd7..8b6bb5df6c5 100644
--- a/sdks/python/tox.ini
+++ b/sdks/python/tox.ini
@@ -162,6 +162,12 @@ deps =
   pylint==2.17.5
   isort==4.2.15
   flake8==4.0.1
+# https://github.com/grpc/grpc/issues/37660: ignore pip check
+commands_pre =
+  python --version
+  pip --version
+  # pip check
+  bash {toxinidir}/scripts/run_tox_cleanup.sh
 commands =
   pylint --version
   time {toxinidir}/scripts/run_pylint.sh