diff --git a/lib/plausible_web/components/billing/plan_box.ex b/lib/plausible_web/components/billing/plan_box.ex
index 10d1094f2ce0..d0a668360e33 100644
--- a/lib/plausible_web/components/billing/plan_box.ex
+++ b/lib/plausible_web/components/billing/plan_box.ex
@@ -275,7 +275,7 @@ defmodule PlausibleWeb.Components.Billing.PlanBox do
 
     trial_active_or_ended_recently? =
       not invited_user? &&
-        Plausible.Teams.Adapter.Read.Teams.trial_days_left(current_user) <= 10
+        Plausible.Teams.Adapter.Read.Teams.trial_days_left(current_user) >= -10
 
     limit_checking_opts =
       cond do
diff --git a/test/plausible_web/live/choose_plan_test.exs b/test/plausible_web/live/choose_plan_test.exs
index ba1be2894bb2..bd0271966d52 100644
--- a/test/plausible_web/live/choose_plan_test.exs
+++ b/test/plausible_web/live/choose_plan_test.exs
@@ -350,6 +350,7 @@ defmodule PlausibleWeb.Live.ChoosePlanTest do
       user
       |> Plausible.Auth.User.changeset(%{trial_expiry_date: Timex.shift(Timex.today(), days: -11)})
       |> Repo.update!()
+      |> Plausible.Teams.sync_team()
 
       generate_usage_for(site, 11_000)