diff --git a/UPDATING.md b/UPDATING.md
index 040196c696561..459cc4e452754 100644
--- a/UPDATING.md
+++ b/UPDATING.md
@@ -35,6 +35,9 @@ assists people when migrating to a new version.
   files for production use cases! While we never really supported
   or should have tried to support docker-compose for production use cases, we now actively
   have taken a stance against supporting it. See the PR for details.
+- [27697](https://github.com/apache/superset/pull/27697) [minor] flask-session bump leads to them
+  deprecating `SESSION_USE_SIGNER`, check your configs as this flag won't do anything moving
+  forward.
 
 ### Breaking Changes
 
diff --git a/requirements/base.txt b/requirements/base.txt
index ea0f900241158..f5318071b3a7e 100644
--- a/requirements/base.txt
+++ b/requirements/base.txt
@@ -126,7 +126,7 @@ flask-login==0.6.3
     #   flask-appbuilder
 flask-migrate==3.1.0
     # via apache-superset
-flask-session==0.5.0
+flask-session==0.8.0
     # via apache-superset
 flask-sqlalchemy==2.5.1
     # via
@@ -214,6 +214,8 @@ mdurl==0.1.2
     # via markdown-it-py
 msgpack==1.0.8
     # via apache-superset
+msgspec==0.18.6
+    # via flask-session
 nh3==0.2.17
     # via apache-superset
 numba==0.57.1
diff --git a/superset/config.py b/superset/config.py
index 2f6ce136946d1..0d00fedfbb9e3 100644
--- a/superset/config.py
+++ b/superset/config.py
@@ -20,6 +20,7 @@
 in your PYTHONPATH as there is a ``from superset_config import *``
 at the end of this file.
 """
+# mypy: ignore-errors
 # pylint: disable=too-many-lines
 from __future__ import annotations
 
@@ -940,7 +941,7 @@ class CeleryConfig:  # pylint: disable=too-few-public-methods
     }
 
 
-CELERY_CONFIG = CeleryConfig  # pylint: disable=invalid-name
+CELERY_CONFIG: type[CeleryConfig] = CeleryConfig
 
 # Set celery config to None to disable all the above configuration
 # CELERY_CONFIG = None
@@ -1474,7 +1475,6 @@ def EMAIL_HEADER_MUTATOR(  # pylint: disable=invalid-name,unused-argument
 # from flask_session import RedisSessionInterface
 #
 # SESSION_SERVER_SIDE = True
-# SESSION_USE_SIGNER = True
 # SESSION_TYPE = "redis"
 # SESSION_REDIS = Redis(host="localhost", port=6379, db=0)
 #
@@ -1704,7 +1704,7 @@ class ExtraDynamicQueryFilters(TypedDict, total=False):
     try:
         # pylint: disable=import-error,wildcard-import,unused-wildcard-import
         import superset_config
-        from superset_config import *  # type: ignore
+        from superset_config import *  # noqa: F403, F401
 
         print(f"Loaded your LOCAL configuration at [{superset_config.__file__}]")
     except Exception:
diff --git a/superset/models/slice.py b/superset/models/slice.py
index eb2b220c8ff3e..4b1cef7e461bf 100644
--- a/superset/models/slice.py
+++ b/superset/models/slice.py
@@ -51,7 +51,7 @@
 if TYPE_CHECKING:
     from superset.common.query_context import QueryContext
     from superset.common.query_context_factory import QueryContextFactory
-    from superset.connectors.sqla.models import BaseDatasource
+    from superset.connectors.sqla.models import SqlaTable
 
 metadata = Model.metadata  # pylint: disable=no-member
 slice_user = Table(
@@ -139,14 +139,14 @@ def __repr__(self) -> str:
         return self.slice_name or str(self.id)
 
     @property
-    def cls_model(self) -> type[BaseDatasource]:
+    def cls_model(self) -> type[SqlaTable]:
         # pylint: disable=import-outside-toplevel
         from superset.daos.datasource import DatasourceDAO
 
         return DatasourceDAO.sources[self.datasource_type]
 
     @property
-    def datasource(self) -> BaseDatasource | None:
+    def datasource(self) -> SqlaTable | None:
         return self.get_datasource
 
     def clone(self) -> Slice:
@@ -163,7 +163,7 @@ def clone(self) -> Slice:
 
     # pylint: disable=using-constant-test
     @datasource.getter  # type: ignore
-    def get_datasource(self) -> BaseDatasource | None:
+    def get_datasource(self) -> SqlaTable | None:
         return (
             db.session.query(self.cls_model)
             .filter_by(id=self.datasource_id)
diff --git a/tests/integration_tests/charts/commands_tests.py b/tests/integration_tests/charts/commands_tests.py
index 28f9d42d6dd60..5d3a4986b81d1 100644
--- a/tests/integration_tests/charts/commands_tests.py
+++ b/tests/integration_tests/charts/commands_tests.py
@@ -173,7 +173,7 @@ def test_export_chart_command_no_related(self, mock_g):
 class TestImportChartsCommand(SupersetTestCase):
     @patch("superset.utils.core.g")
     @patch("superset.security.manager.g")
-    def test_import_v1_chart(self, sm_g, utils_g):
+    def test_import_v1_chart(self, sm_g, utils_g) -> None:
         """Test that we can import a chart"""
         admin = sm_g.user = utils_g.user = security_manager.find_user("admin")
         contents = {
@@ -192,7 +192,7 @@ def test_import_v1_chart(self, sm_g, utils_g):
         assert json.loads(chart.params) == {
             "annotation_layers": [],
             "color_picker": {"a": 1, "b": 135, "g": 122, "r": 0},
-            "datasource": dataset.uid,
+            "datasource": dataset.uid if dataset else None,
             "js_columns": ["color"],
             "js_data_mutator": "data => data.map(d => ({\\n    ...d,\\n    color: colors.hexToRGB(d.extraProps.color)\\n}));",
             "js_onclick_href": "",
@@ -228,7 +228,8 @@ def test_import_v1_chart(self, sm_g, utils_g):
         dataset = (
             db.session.query(SqlaTable).filter_by(uuid=dataset_config["uuid"]).one()
         )
-        assert dataset.table_name == "imported_dataset"
+        table_name = dataset.table_name if dataset else None
+        assert table_name == "imported_dataset"
         assert chart.table == dataset
 
         database = (