diff --git a/app/models/bot/smooch.rb b/app/models/bot/smooch.rb
index 733150193..5f7cd045d 100644
--- a/app/models/bot/smooch.rb
+++ b/app/models/bot/smooch.rb
@@ -42,13 +42,12 @@ def report_image
     def get_deduplicated_tipline_requests
       uids = []
       tipline_requests = []
-      ProjectMedia.where(id: self.related_items_ids).each do |pm|
-        pm.tipline_requests.find_each do |tr|
-          uid = tr.tipline_user_uid
-          next if uids.include?(uid)
-          uids << uid
-          tipline_requests << tr
-        end
+      pm_ids = ProjectMedia.where(id: self.related_items_ids).map(&:id)
+      TiplineRequest.where(associated_type: 'ProjectMedia', associated_id: pm_ids).find_each do |tr|
+        uid = tr.tipline_user_uid
+        next if uids.include?(uid)
+        uids << uid
+        tipline_requests << tr
       end
       tipline_requests
     end
diff --git a/test/models/project_media_8_test.rb b/test/models/project_media_8_test.rb
index 9323805f3..4ec1d1d2d 100644
--- a/test/models/project_media_8_test.rb
+++ b/test/models/project_media_8_test.rb
@@ -40,4 +40,26 @@ def teardown
 
     assert_equal 1, pm.annotations('tag').count
   end
+
+  test "should verify n + 1 for deduplicated TiplineRequest(CV2-5464)" do
+    t = create_team
+    pm = create_project_media team: t
+    pm2 = create_project_media team: t
+    pm3 = create_project_media team: t
+    create_relationship source_id: pm.id, target_id: pm2.id, relationship_type: Relationship.confirmed_type
+    [pm, pm2, pm3].each do |ass|
+      create_tipline_request team_id: t.id, associated: ass
+    end
+    assert_queries(4, '=') {
+      pm.get_deduplicated_tipline_requests
+    }
+    # Should add a new item for related_items_ids and got same queries count
+    create_relationship source_id: pm.id, target_id: pm3.id, relationship_type: Relationship.confirmed_type
+    [pm, pm2, pm3].each do |ass|
+      create_tipline_request team_id: t.id, associated: ass
+    end
+    assert_queries(4, '=') {
+      pm.get_deduplicated_tipline_requests
+    }
+  end
 end