diff --git a/app/Events/Account/StripeConnectFailure.php b/app/Events/Account/StripeConnectFailure.php
new file mode 100644
index 0000000000..fd6f5a5d57
--- /dev/null
+++ b/app/Events/Account/StripeConnectFailure.php
@@ -0,0 +1,36 @@
+<?php
+/**
+ * Invoice Ninja (https://invoiceninja.com).
+ *
+ * @link https://github.com/invoiceninja/invoiceninja source repository
+ *
+ * @copyright Copyright (c) 2023. Invoice Ninja LLC (https://invoiceninja.com)
+ *
+ * @license https://www.elastic.co/licensing/elastic-license
+ */
+
+namespace App\Events\Account;
+
+use App\Models\Company;
+use Illuminate\Broadcasting\Channel;
+use Illuminate\Queue\SerializesModels;
+use Illuminate\Broadcasting\PrivateChannel;
+use Illuminate\Foundation\Events\Dispatchable;
+use Illuminate\Broadcasting\InteractsWithSockets;
+
+/**
+ * Class StripeConnectFailure.
+ */
+class StripeConnectFailure
+{
+    use Dispatchable, InteractsWithSockets, SerializesModels;
+
+    public function __construct(public Company $company, public string $db)
+    {
+    }
+
+    public function broadcastOn()
+    {
+        return [];
+    }
+}
diff --git a/app/Listeners/Account/StripeConnectFailureListener.php b/app/Listeners/Account/StripeConnectFailureListener.php
new file mode 100644
index 0000000000..12ff3f94b4
--- /dev/null
+++ b/app/Listeners/Account/StripeConnectFailureListener.php
@@ -0,0 +1,57 @@
+<?php
+/**
+ * Invoice Ninja (https://invoiceninja.com).
+ *
+ * @link https://github.com/invoiceninja/invoiceninja source repository
+ *
+ * @copyright Copyright (c) 2023. Invoice Ninja LLC (https://invoiceninja.com)
+ *
+ * @license https://www.elastic.co/licensing/elastic-license
+ */
+
+namespace App\Listeners\Account;
+
+use App\Utils\Ninja;
+use App\Libraries\MultiDB;
+use App\Jobs\Mail\NinjaMailerJob;
+use App\Jobs\Mail\NinjaMailerObject;
+use Illuminate\Support\Facades\Cache;
+use App\Mail\Ninja\StripeConnectFailed;
+use Illuminate\Contracts\Queue\ShouldQueue;
+
+class StripeConnectFailureListener implements ShouldQueue
+{
+    /**
+     * Create the event listener.
+     *
+     */
+    public function __construct()
+    {
+    }
+
+    /**
+     * Handle the event.
+     *
+     * @param  object  $event
+     * @return void
+     */
+    public function handle($event)
+    {
+        MultiDB::setDb($event->db);
+
+        if (Ninja::isHosted() && is_null(Cache::get("stripe_connect_notification:{$event->company->company_key}"))) 
+        {
+
+            $nmo = new NinjaMailerObject();
+            $nmo->mailable = new StripeConnectFailed($event->company->owner(), $event->company);
+            $nmo->company = $event->company;
+            $nmo->settings = $event->company->settings;
+            $nmo->to_user = $event->company->owner();
+
+            NinjaMailerJob::dispatch($nmo, true);
+
+            Cache::put("stripe_connect_notification:{$event->company->company_key}", true, 60 * 60 * 24);
+
+        }
+    }
+}
diff --git a/app/Mail/Ninja/StripeConnectFailed.php b/app/Mail/Ninja/StripeConnectFailed.php
new file mode 100644
index 0000000000..4c935cdf29
--- /dev/null
+++ b/app/Mail/Ninja/StripeConnectFailed.php
@@ -0,0 +1,114 @@
+<?php
+/**
+ * Invoice Ninja (https://invoiceninja.com).
+ *
+ * @link https://github.com/invoiceninja/invoiceninja source repository
+ *
+ * @copyright Copyright (c) 2023. Invoice Ninja LLC (https://invoiceninja.com)
+ *
+ * @license https://www.elastic.co/licensing/elastic-license
+ */
+
+namespace App\Mail\Ninja;
+
+use App\Models\User;
+use App\Models\Company;
+use Illuminate\Mail\Mailable;
+use Illuminate\Mail\Mailables\Content;
+use Illuminate\Mail\Mailables\Headers;
+use Illuminate\Mail\Mailables\Envelope;
+
+class StripeConnectFailed extends Mailable
+{
+
+    /**
+     * Create a new message instance.
+     *
+     * @return void
+     */
+    public function __construct(public User $user, public Company $company)
+    {
+    }
+
+    /**
+     * Get the message envelope.
+     *
+     * @return \Illuminate\Mail\Mailables\Envelope
+     */
+    public function envelope()
+    {
+        return new Envelope(
+            subject: "Stripe Connect not configured, please login and connect.",
+            from: "maildelivery@invoicing.co",
+            to: $this->user->email,
+        );
+    }
+
+    /**
+     * Get the message content definition.
+     *
+     * @return \Illuminate\Mail\Mailables\Content
+     */
+    public function content()
+    {
+        
+        return new Content(
+            view: 'email.admin.stripe_connect_failed',
+            text: 'email.admin.stripe_connect_failed_text',
+            with: [
+                'text_body' => $this->textBody(), //@todo this is a bit hacky here.
+                'body' => $this->htmlBody(),
+                'title' => 'Connect your Stripe account',
+                'settings' => $this->company->settings,
+                'logo' => $this->company->present()->logo(),
+                'signature' => '',
+                'company' => $this->company,
+                'greeting' => '',
+                'links' => [],
+                'url' => 'https://www.loom.com/share/a3dc3131cc924e14a34634d5d48065c8?sid=b1971aa2-9deb-4339-8ebd-53f9947ef633',
+                'button' => "texts.view"
+            ]
+        );
+    }
+
+    private function textBody()
+    {
+        return "
+        We note you are yet to connect your Stripe account to Invoice Ninja. Please log in to Invoice Ninja and connect your Stripe account.\n\n
+        Once logged in you can use the following resource to connect your Stripe account: \n\n
+        ";
+    }
+
+    private function htmlBody()
+    {
+        return "
+        We note you are yet to connect your Stripe account to Invoice Ninja. Please log in to Invoice Ninja and connect your Stripe account.<br><br>
+
+        Once logged in you can use the following resource to connect your Stripe account: <br><br>
+
+        ";
+    }
+    /**
+     * Get the attachments for the message.
+     *
+     * @return array
+     */
+    public function attachments()
+    {
+        return [];
+    }
+ 
+    /**
+     * Get the message headers.
+     *
+     * @return \Illuminate\Mail\Mailables\Headers
+     */
+    public function headers()
+    {
+        return new Headers(
+            messageId: null,
+            references: [],
+            text:['' => ''],
+        );
+    }
+}
diff --git a/app/Providers/EventServiceProvider.php b/app/Providers/EventServiceProvider.php
index d83f5602c8..028eeb4dff 100644
--- a/app/Providers/EventServiceProvider.php
+++ b/app/Providers/EventServiceProvider.php
@@ -94,6 +94,7 @@ use App\Events\Misc\InvitationWasViewed;
 use App\Events\Payment\PaymentWasVoided;
 use App\Events\Vendor\VendorWasArchived;
 use App\Events\Vendor\VendorWasRestored;
+use App\Events\Account\StripeConnectFailure;
 use App\Listeners\Mail\MailSentListener;
 use App\Observers\ClientContactObserver;
 use App\Observers\PurchaseOrderObserver;
@@ -198,6 +199,8 @@ use App\Listeners\Invoice\InvoiceRestoredActivity;
 use App\Listeners\Invoice\InvoiceReversedActivity;
 use App\Listeners\Payment\PaymentRestoredActivity;
 use App\Listeners\Quote\QuoteApprovedNotification;
+use SocialiteProviders\Apple\AppleExtendSocialite;
+use SocialiteProviders\Manager\SocialiteWasCalled;
 use App\Events\Subscription\SubscriptionWasCreated;
 use App\Events\Subscription\SubscriptionWasDeleted;
 use App\Events\Subscription\SubscriptionWasUpdated;
@@ -221,10 +224,12 @@ use App\Listeners\Invoice\InvoiceEmailFailedActivity;
 use App\Events\PurchaseOrder\PurchaseOrderWasAccepted;
 use App\Events\PurchaseOrder\PurchaseOrderWasArchived;
 use App\Events\PurchaseOrder\PurchaseOrderWasRestored;
+use App\Listeners\Payment\PaymentEmailFailureActivity;
 use App\Listeners\Vendor\UpdateVendorContactLastLogin;
 use App\Events\RecurringQuote\RecurringQuoteWasCreated;
 use App\Events\RecurringQuote\RecurringQuoteWasDeleted;
 use App\Events\RecurringQuote\RecurringQuoteWasUpdated;
+use App\Listeners\Account\StripeConnectFailureListener;
 use App\Listeners\Activity\CreatedSubscriptionActivity;
 use App\Listeners\Activity\SubscriptionDeletedActivity;
 use App\Listeners\Activity\SubscriptionUpdatedActivity;
@@ -234,6 +239,7 @@ use App\Events\RecurringQuote\RecurringQuoteWasRestored;
 use App\Listeners\Activity\SubscriptionArchivedActivity;
 use App\Listeners\Activity\SubscriptionRestoredActivity;
 use App\Listeners\Invoice\InvoiceFailedEmailNotification;
+use SocialiteProviders\Microsoft\MicrosoftExtendSocialite;
 use App\Events\RecurringExpense\RecurringExpenseWasCreated;
 use App\Events\RecurringExpense\RecurringExpenseWasDeleted;
 use App\Events\RecurringExpense\RecurringExpenseWasUpdated;
@@ -587,6 +593,9 @@ class EventServiceProvider extends ServiceProvider
         TaskWasRestored::class => [
             TaskRestoredActivity::class,
         ],
+        StripeConnectFailure::class => [
+            StripeConnectFailureListener::class,
+        ],
         SubscriptionWasCreated::class => [
             CreatedSubscriptionActivity::class,
         ],
diff --git a/resources/views/email/admin/stripe_connect_failed.blade.php b/resources/views/email/admin/stripe_connect_failed.blade.php
new file mode 100644
index 0000000000..aba251b489
--- /dev/null
+++ b/resources/views/email/admin/stripe_connect_failed.blade.php
@@ -0,0 +1,59 @@
+@component('email.template.admin', ['design' => 'light', 'settings' => $settings, 'logo' => $logo])
+    <div class="center">
+        @isset($greeting)
+            <p>{{ $greeting }}</p>
+        @endisset
+
+        @isset($title)
+            <h1>{{ $title }}</h1>
+        @endisset
+
+        @isset($h2)
+            <h2>{{ $title }}</h2>
+        @endisset
+
+        <div style="margin-top: 10px; margin-bottom: 30px;">
+            @isset($body)
+                {!! $body !!}
+            @endisset
+
+            @isset($slot)
+                {{ $slot }}
+            @endisset
+        </div>
+
+        @isset($additional_info)
+            <p>{{ $additional_info }}</p>
+        @endisset
+
+        @isset($url)
+
+        <!--[if (gte mso 9)|(IE)]>
+        <table align="center" cellspacing="0" cellpadding="0" style="width: 600px;">
+            <tr>
+            <td align="center" valign="top">
+                <![endif]-->        
+                <table align="center" border="0" cellpadding="0" cellspacing="0" role="presentation" >
+                <tbody><tr>
+                <td align="center" class="new_button" style="border-radius: 2px; background-color: {{ $settings->primary_color }} ;">
+                    <a href="{{ $url }}" target="_blank" class="new_button" style="text-decoration: none; border: 1px solid {{ $settings->primary_color }}; display: inline-block; border-radius: 2px; padding-top: 15px; padding-bottom: 15px; padding-left: 25px; padding-right: 25px; font-size: 20px; color: #fff">
+                    <singleline label="cta button">{{ ctrans($button) }}</singleline>
+                    </a>
+                </td>
+                </tr>
+                </tbody>
+                </table>
+        <!--[if (gte mso 9)|(IE)]>
+            </td>
+            </tr>
+        </table>
+        <![endif]-->
+
+
+        @endisset
+
+        @isset($signature)
+            <p>{!! nl2br($signature) !!}</p>
+        @endisset
+    </div>
+@endcomponent
diff --git a/resources/views/email/admin/stripe_connect_failed_text.blade.php b/resources/views/email/admin/stripe_connect_failed_text.blade.php
new file mode 100644
index 0000000000..319daf0679
--- /dev/null
+++ b/resources/views/email/admin/stripe_connect_failed_text.blade.php
@@ -0,0 +1,5 @@
+{!! $title !!}
+
+{!! $text_body !!}
+
+{!! $url !!}
\ No newline at end of file