diff --git a/app/jobs/scheduled/enqueue_reminders.rb b/app/jobs/scheduled/enqueue_reminders.rb
index c5cb59e..13aea39 100644
--- a/app/jobs/scheduled/enqueue_reminders.rb
+++ b/app/jobs/scheduled/enqueue_reminders.rb
@@ -20,6 +20,8 @@ module Jobs
       Group.assign_allowed_groups.pluck(:id).join(",")
     end
 
+    REMINDER_BUFFER_MINUTES = 10
+
     def user_ids
       global_frequency = SiteSetting.remind_assigns_frequency
       frequency =
@@ -46,7 +48,7 @@ module Jobs
         AND #{frequency} > 0
         AND (
           last_reminder.value IS NULL OR
-          last_reminder.value::TIMESTAMP <= CURRENT_TIMESTAMP - ('1 MINUTE'::INTERVAL * #{frequency})
+          last_reminder.value::TIMESTAMP <= CURRENT_TIMESTAMP - ('1 MINUTE'::INTERVAL * #{frequency}) + ('1 MINUTE'::INTERVAL * #{REMINDER_BUFFER_MINUTES})
         )
         AND assignments.updated_at::TIMESTAMP <= CURRENT_TIMESTAMP - ('1 MINUTE'::INTERVAL * #{frequency})
         AND assignments.assigned_to_type = 'User'
diff --git a/spec/jobs/scheduled/enqueue_reminders_spec.rb b/spec/jobs/scheduled/enqueue_reminders_spec.rb
index 12ef3a9..1b0b9a3 100644
--- a/spec/jobs/scheduled/enqueue_reminders_spec.rb
+++ b/spec/jobs/scheduled/enqueue_reminders_spec.rb
@@ -3,12 +3,13 @@
 require "rails_helper"
 
 RSpec.describe Jobs::EnqueueReminders do
-  let(:assign_allowed_group) { Group.find_by(name: "staff") }
-  let(:user) { Fabricate(:user, groups: [assign_allowed_group]) }
+  fab!(:assign_allowed_group) { Fabricate(:group) }
+  fab!(:user) { Fabricate(:user, groups: [assign_allowed_group]) }
 
   before do
     SiteSetting.remind_assigns_frequency = RemindAssignsFrequencySiteSettings::MONTHLY_MINUTES
     SiteSetting.assign_enabled = true
+    SiteSetting.assign_allowed_on_groups = "#{assign_allowed_group.id}"
   end
 
   describe "#execute" do
@@ -47,6 +48,16 @@ RSpec.describe Jobs::EnqueueReminders do
     end
 
     describe "assignment frequency" do
+      it "enqueues a reminder if the user reminder frequency is 1 day and the last reminded at is almost 1 day" do
+        user.custom_fields[PendingAssignsReminder::REMINDERS_FREQUENCY] = RemindAssignsFrequencySiteSettings::DAILY_MINUTES
+        user.custom_fields[PendingAssignsReminder::REMINDED_AT] = 1.days.ago
+        user.save
+
+        assign_multiple_tasks_to(user, assigned_on: 1.day.ago - 1.minute)
+
+        assert_reminders_enqueued(1)
+      end
+
       it "does not enqueue a reminder if it's too soon" do
         user.upsert_custom_fields(PendingAssignsReminder::REMINDED_AT => 1.days.ago)
         assign_multiple_tasks_to(user)