diff --git a/app/models/conversation.rb b/app/models/conversation.rb
index 72518f250..513c993da 100644
--- a/app/models/conversation.rb
+++ b/app/models/conversation.rb
@@ -6,7 +6,7 @@
 #  additional_attributes  :jsonb
 #  agent_last_seen_at     :datetime
 #  assignee_last_seen_at  :datetime
-#  cached_label_list      :string
+#  cached_label_list      :text
 #  contact_last_seen_at   :datetime
 #  custom_attributes      :jsonb
 #  first_reply_created_at :datetime
diff --git a/db/migrate/20240322071629_convert_cached_label_list_to_text.rb b/db/migrate/20240322071629_convert_cached_label_list_to_text.rb
new file mode 100644
index 000000000..91dfb428a
--- /dev/null
+++ b/db/migrate/20240322071629_convert_cached_label_list_to_text.rb
@@ -0,0 +1,32 @@
+class ConvertCachedLabelListToText < ActiveRecord::Migration[7.0]
+  def up
+    change_column :conversations, :cached_label_list, :text
+  end
+
+  def down
+    # This might cause data loss if the text is longer than 255 characters
+    # lets start by truncating the data to 255 characters
+    Conversation.where('LENGTH(cached_label_list) > 255').find_in_batches do |conversation_batch|
+      Conversation.transaction do
+        conversation_batch.each do |conversation|
+          conversation.update!(cached_label_list: truncate_list(conversation.cached_label_list))
+        end
+      end
+    end
+
+    change_column :conversations, :cached_label_list, :string
+  end
+
+  private
+
+  # Truncate the list to 255 characters or less
+  # by removing the last element until the length is less than 255
+  def truncate_list(label_list)
+    labels = label_list.split(',')
+
+    # we add the `labels.length - 1` to account for the commas
+    labels.pop while (labels.join(',').length + labels.length - 1) > 255
+
+    labels.join(',')
+  end
+end
diff --git a/db/schema.rb b/db/schema.rb
index 498ad13d3..a877bf05d 100644
--- a/db/schema.rb
+++ b/db/schema.rb
@@ -10,7 +10,7 @@
 #
 # It's strongly recommended that you check this file into your version control system.
 
-ActiveRecord::Schema[7.0].define(version: 2024_03_19_062553) do
+ActiveRecord::Schema[7.0].define(version: 2024_03_22_071629) do
   # These are extensions that must be enabled in order to support this database
   enable_extension "pg_stat_statements"
   enable_extension "pg_trgm"
@@ -472,7 +472,7 @@ ActiveRecord::Schema[7.0].define(version: 2024_03_19_062553) do
     t.integer "priority"
     t.bigint "sla_policy_id"
     t.datetime "waiting_since"
-    t.string "cached_label_list"
+    t.text "cached_label_list"
     t.index ["account_id", "display_id"], name: "index_conversations_on_account_id_and_display_id", unique: true
     t.index ["account_id", "id"], name: "index_conversations_on_id_and_account_id"
     t.index ["account_id", "inbox_id", "status", "assignee_id"], name: "conv_acid_inbid_stat_asgnid_idx"