diff --git a/db/migrate/20230801131609_change_event_logs_trailing_message_column.rb b/db/migrate/20230801131609_change_event_logs_trailing_message_column.rb
new file mode 100644
index 000000000..f27b5a5e1
--- /dev/null
+++ b/db/migrate/20230801131609_change_event_logs_trailing_message_column.rb
@@ -0,0 +1,9 @@
+class ChangeEventLogsTrailingMessageColumn < ActiveRecord::Migration[7.0]
+  def up
+    change_column :event_logs, :trailing_message, :text
+  end
+
+  def down
+    change_column :event_logs, :trailing_message, :string
+  end
+end
diff --git a/db/schema.rb b/db/schema.rb
index 7526d22d9..fd8029a12 100644
--- a/db/schema.rb
+++ b/db/schema.rb
@@ -62,7 +62,7 @@
     t.datetime "created_at", precision: nil, null: false
     t.integer "initiator_id"
     t.integer "application_id"
-    t.string "trailing_message"
+    t.text "trailing_message"
     t.integer "event_id"
     t.decimal "ip_address", precision: 38
     t.integer "user_agent_id"
diff --git a/test/services/user_update_test.rb b/test/services/user_update_test.rb
index 624a054ee..d50143cbb 100644
--- a/test/services/user_update_test.rb
+++ b/test/services/user_update_test.rb
@@ -38,6 +38,23 @@ class UserUpdateTest < ActionView::TestCase
     assert_equal parsed_ip_address, add_event.ip_address_string
   end
 
+  should "log the addition of a large number of permissions" do
+    current_user = create(:superadmin_user)
+    ip_address = "1.2.3.4"
+
+    affected_user = create(:user)
+    permissions = (0..100).map { |i| "permission-#{i}" }
+    app = create(:application, name: "App", with_supported_permissions: permissions)
+
+    params = { supported_permission_ids: app.supported_permissions.map(&:id) }
+    UserUpdate.new(affected_user, params, current_user, ip_address).call
+
+    add_event = EventLog.where(event_id: EventLog::PERMISSIONS_ADDED.id).last
+    logged_permissions = add_event.trailing_message.sub(/^\(/, "").sub(/\)$/, "").gsub(/ /, "").split(",")
+
+    assert Set.new(permissions).subset?(Set.new(logged_permissions))
+  end
+
   should "record when 2SV exemption has been removed" do
     current_user = create(:superadmin_user)
     ip_address = "1.2.3.4"