diff --git a/src/sentry/grouping/ingest/config.py b/src/sentry/grouping/ingest/config.py
index ad2a0da9906310..e6b0fe4e67014f 100644
--- a/src/sentry/grouping/ingest/config.py
+++ b/src/sentry/grouping/ingest/config.py
@@ -17,6 +17,9 @@
 
 Job = MutableMapping[str, Any]
 
+# We are moving all projects off these configuration without waiting for events
+CONFIGS_TO_DEPRECATE: list[str] = []
+
 
 def update_grouping_config_if_needed(project: Project) -> None:
     if _project_should_update_grouping(project):
@@ -27,7 +30,9 @@ def _project_should_update_grouping(project: Project) -> bool:
     should_update_org = (
         project.organization_id % 1000 < float(settings.SENTRY_GROUPING_AUTO_UPDATE_ENABLED) * 1000
     )
-    return bool(project.get_option("sentry:grouping_auto_update")) and should_update_org
+    is_deprecated_config = project.get_option("sentry:grouping_config") in CONFIGS_TO_DEPRECATE
+    auto_update = bool(project.get_option("sentry:grouping_auto_update"))
+    return is_deprecated_config or (auto_update and should_update_org)
 
 
 def _config_update_happened_recently(project: Project, tolerance: int) -> bool:
@@ -79,6 +84,12 @@ def _auto_update_grouping(project: Project) -> None:
             "sentry:secondary_grouping_expiry": expiry,
             "sentry:grouping_config": new_config,
         }
+        # Any project on deprecated configs may be there only because auto updates are
+        # disabled (not because they want to use that specific config). This will reduce the
+        # chance of that happening unintentionally.
+        if current_config in CONFIGS_TO_DEPRECATE:
+            changes["sentry:grouping_auto_update"] = True
+
         for key, value in changes.items():
             project.update_option(key, value)
 
diff --git a/tests/sentry/event_manager/test_event_manager_grouping.py b/tests/sentry/event_manager/test_event_manager_grouping.py
index ccad39cc2470b3..4ddd1e8bc3c840 100644
--- a/tests/sentry/event_manager/test_event_manager_grouping.py
+++ b/tests/sentry/event_manager/test_event_manager_grouping.py
@@ -12,6 +12,7 @@
 from sentry.conf.server import SENTRY_GROUPING_UPDATE_MIGRATION_PHASE
 from sentry.event_manager import _get_updated_group_title
 from sentry.eventtypes.base import DefaultEvent
+from sentry.grouping.ingest.config import update_grouping_config_if_needed
 from sentry.grouping.result import CalculatedHashes
 from sentry.models.auditlogentry import AuditLogEntry
 from sentry.models.group import Group
@@ -171,6 +172,37 @@ def test_auto_updates_grouping_config(self):
             )
             assert actual_expiry == expected_expiry or actual_expiry == expected_expiry - 1
 
+    def test_disabled_auto_update_does_not_update(self):
+        self.project.update_option("sentry:grouping_config", LEGACY_CONFIG)
+
+        with override_settings(SENTRY_GROUPING_AUTO_UPDATE_ENABLED=True):
+            self.project.update_option("sentry:grouping_auto_update", False)
+            save_new_event({"message": "foo"}, self.project)
+            # It does not update the config because it is False
+            assert self.project.get_option("sentry:grouping_config") == LEGACY_CONFIG
+
+    def test_deprecated_configs_upgrade_automatically(self):
+        # This is not yet a deprecated config but we will simulate it
+        self.project.update_option("sentry:grouping_config", "mobile:2021-02-12")
+        self.project.update_option("sentry:grouping_auto_update", False)
+
+        with override_settings(SENTRY_GROUPING_AUTO_UPDATE_ENABLED=True):
+            update_grouping_config_if_needed(self.project)
+            # Nothing changes
+            assert self.project.get_option("sentry:grouping_config") == "mobile:2021-02-12"
+            assert self.project.get_option("sentry:grouping_auto_update") is False
+
+            # XXX: In the future, once the mobile grouping is added to the list, we will remove this line
+            with mock.patch(
+                "sentry.grouping.ingest.config.CONFIGS_TO_DEPRECATE",
+                new=["mobile:2021-02-12"],
+            ):
+                update_grouping_config_if_needed(self.project)
+                # Even though auto update is disabled we have upgraded the project
+                assert self.project.get_option("sentry:grouping_config") == DEFAULT_GROUPING_CONFIG
+                # We have also updated the auto_update option
+                assert self.project.get_option("sentry:grouping_auto_update") is True
+
 
 class PlaceholderTitleTest(TestCase):
     """