diff --git a/test/controllers/admin/users_controller_test.rb b/test/controllers/admin/users_controller_test.rb
index 8cbca0bbc..e23180e2c 100644
--- a/test/controllers/admin/users_controller_test.rb
+++ b/test/controllers/admin/users_controller_test.rb
@@ -6,6 +6,24 @@ class Admin::UsersControllerTest < ActionDispatch::IntegrationTest
   end
 
   test "index sorts users by subscription trial end date with nils last" do
+    user_with_trial = User.find_by!(email: "user1@example.com")
+    user_without_trial = User.find_by!(email: "bob@bobdylan.com")
+
+    user_with_trial.family.subscription&.destroy
+    Subscription.create!(
+      family_id: user_with_trial.family_id,
+      status: :trialing,
+      trial_ends_at: 2.days.from_now
+    )
+
+    user_without_trial.family.subscription&.destroy
+    Subscription.create!(
+      family_id: user_without_trial.family_id,
+      status: :active,
+      trial_ends_at: nil,
+      stripe_id: "cus_test_#{user_without_trial.family_id}"
+    )
+
     get admin_users_url
 
     assert_response :success
@@ -16,7 +34,8 @@ class Admin::UsersControllerTest < ActionDispatch::IntegrationTest
 
     assert_not_nil trial_user_index
     assert_not_nil no_trial_user_index
-    assert_operator trial_user_index, :<, no_trial_user_index
+    assert_operator trial_user_index, :<, no_trial_user_index,
+      "User with trialing subscription (user1@example.com) should appear before user with non-trial subscription (bob@bobdylan.com)"
   end
 
   test "index shows n/a when trial end date is unavailable" do