diff --git a/migrations_lockfile.txt b/migrations_lockfile.txt
index 43fa70b2409c5c..2773ab510295af 100644
--- a/migrations_lockfile.txt
+++ b/migrations_lockfile.txt
@@ -15,7 +15,7 @@ remote_subscriptions: 0003_drop_remote_subscription
 
 replays: 0004_index_together
 
-sentry: 0807_remove_monitor_attachment_id_pt2
+sentry: 0808_change_grouphash_metadata_seer_matched_grouphash_deletion_config
 
 social_auth: 0002_default_auto_field
 
diff --git a/src/sentry/migrations/0808_change_grouphash_metadata_seer_matched_grouphash_deletion_config.py b/src/sentry/migrations/0808_change_grouphash_metadata_seer_matched_grouphash_deletion_config.py
new file mode 100644
index 00000000000000..fc54cf9e0f7fed
--- /dev/null
+++ b/src/sentry/migrations/0808_change_grouphash_metadata_seer_matched_grouphash_deletion_config.py
@@ -0,0 +1,40 @@
+# Generated by Django 5.1.4 on 2025-01-08 22:51
+
+import django.db.models.deletion
+from django.db import migrations
+
+import sentry.db.models.fields.foreignkey
+from sentry.new_migrations.migrations import CheckedMigration
+
+
+class Migration(CheckedMigration):
+    # This flag is used to mark that a migration shouldn't be automatically run in production.
+    # This should only be used for operations where it's safe to run the migration after your
+    # code has deployed. So this should not be used for most operations that alter the schema
+    # of a table.
+    # Here are some things that make sense to mark as post deployment:
+    # - Large data migrations. Typically we want these to be run manually so that they can be
+    #   monitored and not block the deploy for a long period of time while they run.
+    # - Adding indexes to large tables. Since this can take a long time, we'd generally prefer to
+    #   run this outside deployments so that we don't block them. Note that while adding an index
+    #   is a schema change, it's completely safe to run the operation after the code has deployed.
+    # Once deployed, run these manually via: https://develop.sentry.dev/database-migrations/#migration-deployment
+
+    is_post_deployment = False
+
+    dependencies = [
+        ("sentry", "0807_remove_monitor_attachment_id_pt2"),
+    ]
+
+    operations = [
+        migrations.AlterField(
+            model_name="grouphashmetadata",
+            name="seer_matched_grouphash",
+            field=sentry.db.models.fields.foreignkey.FlexibleForeignKey(
+                null=True,
+                on_delete=django.db.models.deletion.SET_NULL,
+                related_name="seer_matchees",
+                to="sentry.grouphash",
+            ),
+        ),
+    ]
diff --git a/src/sentry/models/grouphashmetadata.py b/src/sentry/models/grouphashmetadata.py
index f8ad100527d748..c51e03bbd4c15a 100644
--- a/src/sentry/models/grouphashmetadata.py
+++ b/src/sentry/models/grouphashmetadata.py
@@ -78,7 +78,7 @@ class GroupHashMetadata(Model):
     seer_model = models.CharField(null=True)
     # The `GroupHash` record representing the match Seer sent back as a match (if any)
     seer_matched_grouphash = FlexibleForeignKey(
-        "sentry.GroupHash", related_name="seer_matchees", on_delete=models.DO_NOTHING, null=True
+        "sentry.GroupHash", related_name="seer_matchees", on_delete=models.SET_NULL, null=True
     )
     # The similarity between this hash's stacktrace and the parent (matched) hash's stacktrace
     seer_match_distance = models.FloatField(null=True)
diff --git a/tests/sentry/deletions/test_grouphash.py b/tests/sentry/deletions/test_grouphash.py
new file mode 100644
index 00000000000000..b46659b552912f
--- /dev/null
+++ b/tests/sentry/deletions/test_grouphash.py
@@ -0,0 +1,166 @@
+from dataclasses import asdict
+from unittest.mock import patch
+
+from sentry.conf.server import SEER_SIMILARITY_MODEL_VERSION
+from sentry.deletions.tasks.groups import delete_groups
+from sentry.models.group import Group
+from sentry.models.grouphash import GroupHash
+from sentry.models.grouphashmetadata import GroupHashMetadata
+from sentry.seer.similarity.types import SeerSimilarIssueData
+from sentry.tasks.unmerge import unmerge
+from sentry.testutils.cases import TestCase
+from sentry.testutils.helpers.features import apply_feature_flag_on_cls
+from sentry.testutils.skips import requires_snuba
+
+pytestmark = [requires_snuba]
+
+
+@apply_feature_flag_on_cls("organizations:grouphash-metadata-creation")
+class DeleteGroupHashTest(TestCase):
+    def test_deleting_group_deletes_grouphash_and_metadata(self):
+        event = self.store_event(data={"message": "Dogs are great!"}, project_id=self.project.id)
+        assert event.group
+        group_id = event.group.id
+
+        grouphash = GroupHash.objects.filter(group_id=group_id).first()
+        assert grouphash
+
+        grouphash_metadata = GroupHashMetadata.objects.filter(grouphash_id=grouphash.id).first()
+        assert grouphash_metadata
+
+        with self.tasks():
+            delete_groups(object_ids=[group_id])
+
+        assert not Group.objects.filter(id=group_id).exists()
+        assert not GroupHash.objects.filter(group_id=group_id).exists()
+        assert not GroupHashMetadata.objects.filter(grouphash_id=grouphash.id).exists()
+
+    def test_deleting_grouphash_matched_by_seer(self):
+        existing_event = self.store_event(
+            data={"message": "Dogs are great!"}, project_id=self.project.id
+        )
+        assert existing_event.group
+        existing_group_id = existing_event.group.id
+
+        existing_grouphash = GroupHash.objects.filter(group_id=existing_group_id).first()
+        assert existing_grouphash
+
+        seer_result_data = SeerSimilarIssueData(
+            parent_hash=existing_event.get_primary_hash(),
+            parent_group_id=existing_group_id,
+            stacktrace_distance=0.01,
+            should_group=True,
+        )
+
+        with (
+            patch("sentry.grouping.ingest.seer.should_call_seer_for_grouping", return_value=True),
+            patch(
+                "sentry.grouping.ingest.seer.get_seer_similar_issues",
+                return_value=(
+                    {
+                        "similarity_model_version": SEER_SIMILARITY_MODEL_VERSION,
+                        "results": [asdict(seer_result_data)],
+                    },
+                    existing_grouphash,
+                ),
+            ),
+        ):
+            new_event = self.store_event(
+                data={"message": "Adopt, don't shop"}, project_id=self.project.id
+            )
+            new_grouphash = GroupHash.objects.filter(hash=new_event.get_primary_hash()).first()
+            assert new_grouphash and new_grouphash.metadata
+
+            assert new_grouphash != existing_grouphash
+            assert new_event.group_id == existing_group_id
+            assert new_grouphash.metadata.seer_matched_grouphash == existing_grouphash
+
+        with self.tasks():
+            delete_groups(object_ids=[existing_group_id])
+
+        assert not Group.objects.filter(id=existing_group_id).exists()
+        assert not GroupHash.objects.filter(group_id=existing_group_id).exists()
+        assert not GroupHashMetadata.objects.filter(grouphash_id=existing_grouphash.id).exists()
+        assert not GroupHashMetadata.objects.filter(grouphash_id=new_grouphash.id).exists()
+
+    def test_deleting_grouphash_matched_by_seer_after_unmerge(self):
+        """
+        Ensure that `seer_matched_grouphash` references aren't left dangling (and causing integrity
+        errors) when the matched grouphash is deleted.
+        """
+        existing_event = self.store_event(
+            data={"message": "Dogs are great!"}, project_id=self.project.id
+        )
+        assert existing_event.group
+
+        existing_grouphash = GroupHash.objects.filter(
+            hash=existing_event.get_primary_hash()
+        ).first()
+        assert existing_grouphash
+
+        seer_result_data = SeerSimilarIssueData(
+            parent_hash=existing_event.get_primary_hash(),
+            parent_group_id=existing_event.group.id,
+            stacktrace_distance=0.01,
+            should_group=True,
+        )
+
+        with (
+            patch("sentry.grouping.ingest.seer.should_call_seer_for_grouping", return_value=True),
+            patch(
+                "sentry.grouping.ingest.seer.get_seer_similar_issues",
+                return_value=(
+                    {
+                        "similarity_model_version": SEER_SIMILARITY_MODEL_VERSION,
+                        "results": [asdict(seer_result_data)],
+                    },
+                    existing_grouphash,
+                ),
+            ),
+        ):
+            new_event = self.store_event(
+                data={"message": "Adopt, don't shop"}, project_id=self.project.id
+            )
+            new_grouphash = GroupHash.objects.filter(hash=new_event.get_primary_hash()).first()
+            assert new_grouphash and new_grouphash.metadata
+
+            assert new_grouphash != existing_grouphash
+            assert new_event.group_id == existing_event.group.id
+            assert new_grouphash.metadata.seer_matched_grouphash == existing_grouphash
+
+        with self.tasks():
+            unmerge.delay(
+                self.project.id,
+                existing_event.group.id,
+                None,
+                [new_grouphash.hash],
+                None,
+            )
+
+        # Pull the grouphashes from the DB again to check updated values
+        existing_grouphash = GroupHash.objects.filter(
+            hash=existing_event.get_primary_hash()
+        ).first()
+        new_grouphash = GroupHash.objects.filter(hash=new_event.get_primary_hash()).first()
+        assert existing_grouphash and new_grouphash
+
+        # The grouphashes now point to different groups, but the `seer_matched_grouphash`
+        # link remains
+        assert existing_grouphash.group_id != new_grouphash.group_id
+        assert (
+            new_grouphash.metadata
+            and new_grouphash.metadata.seer_matched_grouphash == existing_grouphash
+        )
+
+        with self.tasks():
+            delete_groups(object_ids=[existing_event.group.id])
+
+        assert not Group.objects.filter(id=existing_event.group.id).exists()
+        assert not GroupHash.objects.filter(group_id=existing_event.group.id).exists()
+        assert not GroupHashMetadata.objects.filter(grouphash_id=existing_grouphash.id).exists()
+
+        # The unmerged grouphash and its metadata remain, but the `seer_matched_grouphash` link has
+        # been broken so as not to cause integrity errors
+        new_grouphash = GroupHash.objects.filter(hash=new_event.get_primary_hash()).first()
+        assert new_grouphash and new_grouphash.metadata
+        assert new_grouphash.metadata.seer_matched_grouphash is None