diff --git a/app/Console/Kernel.php b/app/Console/Kernel.php
index 2e246e1b514f..5e40c642af1a 100644
--- a/app/Console/Kernel.php
+++ b/app/Console/Kernel.php
@@ -22,6 +22,7 @@ use App\Jobs\Ninja\CompanySizeCheck;
 use App\Jobs\Ninja\QueueSize;
 use App\Jobs\Ninja\SystemMaintenance;
 use App\Jobs\Ninja\TaskScheduler;
+use App\Jobs\Quote\QuoteCheckExpired;
 use App\Jobs\Util\DiskCleanup;
 use App\Jobs\Util\ReminderJob;
 use App\Jobs\Util\SchedulerCheck;
@@ -70,6 +71,9 @@ class Kernel extends ConsoleKernel
         /* Sends recurring invoices*/
         $schedule->job(new RecurringExpensesCron)->dailyAt('00:10')->withoutOverlapping();
 
+        /* Fires notifications for expired Quotes */
+        $schedule->job(new QuoteCheckExpired)->dailyAt('05:00')->withoutOverlapping();
+
         /* Performs auto billing */
         $schedule->job(new AutoBillCron)->dailyAt('06:00')->withoutOverlapping();
 
diff --git a/app/Jobs/Quote/QuoteCheckExpired.php b/app/Jobs/Quote/QuoteCheckExpired.php
index 4c3a82dd1436..4e5c5d77b388 100644
--- a/app/Jobs/Quote/QuoteCheckExpired.php
+++ b/app/Jobs/Quote/QuoteCheckExpired.php
@@ -12,9 +12,14 @@
 
 namespace App\Jobs\Quote;
 
+use App\Jobs\Mail\NinjaMailer;
+use App\Jobs\Mail\NinjaMailerJob;
+use App\Jobs\Mail\NinjaMailerObject;
 use App\Libraries\MultiDB;
+use App\Mail\Admin\QuoteExpiredObject;
 use App\Models\Quote;
 use App\Repositories\BaseRepository;
+use App\Utils\Traits\Notifications\UserNotifies;
 use Illuminate\Bus\Queueable;
 use Illuminate\Contracts\Queue\ShouldQueue;
 use Illuminate\Foundation\Bus\Dispatchable;
@@ -23,7 +28,7 @@ use Illuminate\Queue\SerializesModels;
 
 class QuoteCheckExpired implements ShouldQueue
 {
-    use Dispatchable, InteractsWithQueue, Queueable, SerializesModels;
+    use Dispatchable, InteractsWithQueue, Queueable, SerializesModels, UserNotifies;
 
     /**
      * Create a new job instance.
@@ -65,11 +70,43 @@ class QuoteCheckExpired implements ShouldQueue
                     $query->where('is_disabled', 0);
                 })
              // ->where('due_date', '<='. now()->toDateTimeString())
-             ->whereBetween('due_date', [now()->subDay(), now()])
+             ->whereBetween('due_date', [now()->subDay()->startOfDay(), now()->startOfDay()->subSecond()])
              ->cursor()
              ->each(function ($quote){
-
+                    $this->queueExpiredQuoteNotification($quote);
              });
     }
 
+    private function queueExpiredQuoteNotification(Quote $quote)
+    {
+        $nmo = new NinjaMailerObject;
+        $nmo->mailable = new NinjaMailer((new QuoteExpiredObject($quote, $quote->company))->build());
+        $nmo->company = $quote->company;
+        $nmo->settings = $quote->company->settings;
+
+        /* We loop through each user and determine whether they need to be notified */
+        foreach ($quote->company->company_users as $company_user) {
+
+            /* The User */
+            $user = $company_user->user;
+
+            if (! $user) {
+                continue;
+            }
+
+            /* Returns an array of notification methods */
+            $methods = $this->findUserNotificationTypes($quote->invitations()->first(), $company_user, 'quote', ['all_notifications', 'quote_expired', 'quote_expired_all']);
+
+            /* If one of the methods is email then we fire the EntitySentMailer */
+            if (($key = array_search('mail', $methods)) !== false) {
+                unset($methods[$key]);
+
+                $nmo->to_user = $user;
+
+                NinjaMailerJob::dispatch($nmo);
+
+            }
+        }
+    }
+
 }
diff --git a/app/Mail/Admin/QuoteExpiredObject.php b/app/Mail/Admin/QuoteExpiredObject.php
new file mode 100644
index 000000000000..b6fd001ae450
--- /dev/null
+++ b/app/Mail/Admin/QuoteExpiredObject.php
@@ -0,0 +1,103 @@
+<?php
+/**
+ * Invoice Ninja (https://invoiceninja.com).
+ *
+ * @link https://github.com/invoiceninja/invoiceninja source repository
+ *
+ * @copyright Copyright (c) 2022. Invoice Ninja LLC (https://invoiceninja.com)
+ *
+ * @license https://www.elastic.co/licensing/elastic-license
+ */
+
+namespace App\Mail\Admin;
+
+use App\Libraries\MultiDB;
+use App\Models\Company;
+use App\Models\Quote;
+use App\Utils\Ninja;
+use App\Utils\Number;
+use Illuminate\Support\Facades\App;
+use stdClass;
+
+class QuoteExpiredObject
+{
+    public $quote;
+
+    public $company;
+
+    public $settings;
+
+    public function __construct(Quote $quote, Company $company)
+    {
+        $this->quote = $quote;
+        $this->company = $company;
+    }
+
+    public function build()
+    {
+        MultiDB::setDb($this->company->db);
+
+        if (! $this->quote) {
+            return;
+        }
+
+        App::forgetInstance('translator');
+        /* Init a new copy of the translator*/
+        $t = app('translator');
+        /* Set the locale*/
+        App::setLocale($this->company->getLocale());
+        /* Set customized translations _NOW_ */
+        $t->replace(Ninja::transformTranslations($this->company->settings));
+
+        $mail_obj = new stdClass;
+        $mail_obj->amount = $this->getAmount();
+        $mail_obj->subject = $this->getSubject();
+        $mail_obj->data = $this->getData();
+        $mail_obj->markdown = 'email.admin.generic';
+        $mail_obj->tag = $this->company->company_key;
+
+        return $mail_obj;
+    }
+
+    private function getAmount()
+    {
+        return Number::formatMoney($this->quote->amount, $this->quote->client);
+    }
+
+    private function getSubject()
+    {
+        return
+            ctrans(
+                'texts.notification_quote_expired_subject',
+                [
+                    'client' => $this->quote->client->present()->name(),
+                    'invoice' => $this->quote->number,
+                ]
+            );
+    }
+
+    private function getData()
+    {
+        $settings = $this->quote->client->getMergedSettings();
+
+        $data = [
+            'title' => $this->getSubject(),
+            'message' => ctrans(
+                'texts.notification_quote_expired',
+                [
+                    'amount' => $this->getAmount(),
+                    'client' => $this->quote->client->present()->name(),
+                    'invoice' => $this->quote->number,
+                ]
+            ),
+            'url' => $this->quote->invitations->first()->getAdminLink(),
+            'button' => ctrans('texts.view_quote'),
+            'signature' => $settings->email_signature,
+            'logo' => $this->company->present()->logo(),
+            'settings' => $settings,
+            'whitelabel' => $this->company->account->isPaid() ? true : false,
+        ];
+
+        return $data;
+    }
+}
diff --git a/lang/en/texts.php b/lang/en/texts.php
index 3978323e62ba..fe2e75ac1590 100644
--- a/lang/en/texts.php
+++ b/lang/en/texts.php
@@ -4837,7 +4837,8 @@ $LANG = array(
     'enable_applying_payments_later' => 'Enable Applying Payments Later',
     'line_item_tax_rates' => 'Line Item Tax Rates',
     'show_tasks_in_client_portal' => 'Show Tasks in Client Portal',
-
+    'notification_quote_expired_subject' => 'Quote :invoice has expired for :client',
+    'notification_quote_expired' => 'The following Quote :invoice for client :client and :amount has now expired.',
 );
 
 return $LANG;