diff --git a/app/Events/Email/InvalidEmailDetected.php b/app/Events/Email/InvalidEmailDetected.php
new file mode 100644
index 000000000..d8ba13657
--- /dev/null
+++ b/app/Events/Email/InvalidEmailDetected.php
@@ -0,0 +1,51 @@
+<?php
+
+namespace App\Events\Email;
+
+use App\Abstracts\Event;
+use App\Models\Auth\User;
+use App\Models\Common\Contact;
+
+class InvalidEmailDetected extends Event
+{
+    public $email;
+
+    public $error;
+
+    public $contact = null;
+
+    public $user = null;
+
+    public function __construct(string $email, string $error)
+    {
+        $this->email = $email;
+
+        $this->error = $error;
+
+        $this->setContact();
+
+        $this->setUser();
+    }
+
+    public function setContact()
+    {
+        $contact = Contact::email($this->email)->enabled()->first();
+
+        if (empty($contact)) {
+            return;
+        }
+
+        $this->contact = $contact;
+    }
+
+    public function setUser()
+    {
+        $user = User::email($this->email)->enabled()->first();
+
+        if (empty($user)) {
+            return;
+        }
+
+        $this->user = $user;
+    }
+}
diff --git a/app/Exceptions/Handler.php b/app/Exceptions/Handler.php
index 7878ebe75..0bb396a0b 100644
--- a/app/Exceptions/Handler.php
+++ b/app/Exceptions/Handler.php
@@ -3,6 +3,7 @@
 namespace App\Exceptions;
 
 use Akaunting\Money\Exceptions\UnexpectedAmountException;
+use App\Events\Email\InvalidEmailDetected;
 use App\Exceptions\Http\Resource as ResourceException;
 use Illuminate\Auth\AuthenticationException;
 use Illuminate\Database\Eloquent\ModelNotFoundException;
@@ -15,6 +16,7 @@ use Illuminate\View\ViewException;
 use Symfony\Component\Debug\Exception\FatalThrowableError;
 use Symfony\Component\HttpKernel\Exception\HttpExceptionInterface;
 use Symfony\Component\HttpKernel\Exception\NotFoundHttpException;
+use Symfony\Component\Mailer\Exception\HttpTransportException as MailerHttpTransportException;
 use Throwable;
 
 class Handler extends ExceptionHandler
@@ -194,6 +196,21 @@ class Handler extends ExceptionHandler
             }
         }
 
+        if ($exception instanceof MailerHttpTransportException) {
+            /**
+             * Couldn't access the SentMessage object to get the email address
+             * https://symfony.com/doc/current/mailer.html#debugging-emails
+             *
+             * https://codespeedy.com/extract-email-addresses-from-a-string-in-php
+             * https://phpliveregex.com/p/IMG
+             */
+            preg_match("/[A-Za-z0-9._%+-]+@[A-Za-z0-9.-]+\.[A-Za-z]{2,4}/", $exception->getMessage(), $matches);
+
+            if (! empty($matches[0])) {
+                event(new InvalidEmailDetected($matches[0], $exception->getMessage()));
+            }
+        }
+
         return parent::render($request, $exception);
     }
 
diff --git a/app/Listeners/Email/DisablePersonDueToInvalidEmail.php b/app/Listeners/Email/DisablePersonDueToInvalidEmail.php
new file mode 100644
index 000000000..de20c3a82
--- /dev/null
+++ b/app/Listeners/Email/DisablePersonDueToInvalidEmail.php
@@ -0,0 +1,35 @@
+<?php
+
+namespace App\Listeners\Email;
+
+use App\Events\Email\InvalidEmailDetected as Event;
+
+class DisablePersonDueToInvalidEmail
+{
+    public function handle(Event $event): void
+    {
+        $this->disableContact($event);
+
+        $this->disableUser($event);
+    }
+
+    public function disableContact(Event $event): void
+    {
+        if (empty($event->contact)) {
+            return;
+        }
+
+        $event->contact->enabled = false;
+        $event->contact->save();
+    }
+
+    public function disableUser(Event $event): void
+    {
+        if (empty($event->user)) {
+            return;
+        }
+
+        $event->user->enabled = false;
+        $event->user->save();
+    }
+}
diff --git a/app/Listeners/Email/SendInvalidEmailNotification.php b/app/Listeners/Email/SendInvalidEmailNotification.php
new file mode 100644
index 000000000..d5812fce6
--- /dev/null
+++ b/app/Listeners/Email/SendInvalidEmailNotification.php
@@ -0,0 +1,61 @@
+<?php
+
+namespace App\Listeners\Email;
+
+use App\Events\Email\InvalidEmailDetected as Event;
+use App\Notifications\Email\InvalidEmail;
+use Illuminate\Support\Str;
+
+class SendInvalidEmailNotification
+{
+    public function handle(Event $event): void
+    {
+        $users = company()->users;
+
+        $this->notifyAdminsAboutInvalidContactEmail($event, $users);
+
+        $this->notifyAdminsAboutInvalidUserEmail($event, $users);
+    }
+
+    public function notifyAdminsAboutInvalidContactEmail(Event $event, $users): void
+    {
+        if (empty($event->contact)) {
+            return;
+        }
+
+        if ($event->contact->isCustomer() || $event->contact->isVendor() || $event->contact->isEmployee()) {
+            $type = trans('general.' . Str::plural($event->contact->type), 1);
+        } else {
+            $type = ucfirst($event->contact->type);
+        }
+
+        foreach ($users as $user) {
+            if ($user->cannot('read-notifications')) {
+                continue;
+            }
+
+            $user->notify(new InvalidEmail($event->email, $type, $event->error));
+        }
+    }
+
+    public function notifyAdminsAboutInvalidUserEmail(Event $event, $users): void
+    {
+        if (empty($event->user)) {
+            return;
+        }
+
+        $type = trans('general.users', 1);
+
+        foreach ($users as $user) {
+            if ($user->cannot('read-notifications')) {
+                continue;
+            }
+
+            if ($user->email == $event->email) {
+                continue;
+            }
+
+            $user->notify(new InvalidEmail($event->email, $type, $event->error));
+        }
+    }
+}
diff --git a/app/Models/Auth/User.php b/app/Models/Auth/User.php
index 0ca68e85d..b1b679489 100644
--- a/app/Models/Auth/User.php
+++ b/app/Models/Auth/User.php
@@ -244,6 +244,11 @@ class User extends Authenticatable implements HasLocalePreference
         return $query->wherePermissionIs('read-admin-panel');
     }
 
+    public function scopeEmail($query, $email)
+    {
+        return $query->where('email', '=', $email);
+    }
+
     /**
      * Attach company_ids attribute to model.
      *
diff --git a/app/Notifications/Email/InvalidEmail.php b/app/Notifications/Email/InvalidEmail.php
new file mode 100644
index 000000000..f458c4f15
--- /dev/null
+++ b/app/Notifications/Email/InvalidEmail.php
@@ -0,0 +1,76 @@
+<?php
+
+namespace App\Notifications\Email;
+
+use Illuminate\Bus\Queueable;
+use Illuminate\Contracts\Queue\ShouldQueue;
+use Illuminate\Notifications\Notification;
+use Illuminate\Notifications\Messages\MailMessage;
+
+class InvalidEmail extends Notification implements ShouldQueue
+{
+    use Queueable;
+
+    protected string $email;
+
+    protected string $type;
+
+    protected string $error;
+
+    /**
+     * Create a notification instance.
+     */
+    public function __construct(string $email, string $type, string $error)
+    {
+        $this->email = $email;
+
+        $this->type = $type;
+
+        $this->error = $error;
+
+        $this->onQueue('notifications');
+    }
+
+    /**
+     * Get the notification's channels.
+     *
+     * @param  mixed  $notifiable
+     * @return array|string
+     */
+    public function via($notifiable)
+    {
+        return ['mail', 'database'];
+    }
+
+    /**
+     * Build the mail representation of the notification.
+     *
+     * @param  mixed  $notifiable
+     * @return \Illuminate\Notifications\Messages\MailMessage
+     */
+    public function toMail($notifiable)
+    {
+        $dashboard_url = route('dashboard', ['company_id' => company_id()]);
+
+        return (new MailMessage)
+            ->subject(trans('notifications.email.invalid.title', ['type' => $this->type]))
+            ->line(trans('notifications.email.invalid.description', ['email' => $this->email]))
+            ->line($this->error)
+            ->action(trans_choice('general.dashboards', 1), $dashboard_url);
+    }
+
+    /**
+     * Get the array representation of the notification.
+     *
+     * @param  mixed  $notifiable
+     * @return array
+     */
+    public function toArray($notifiable)
+    {
+        return [
+            'title' => trans('notifications.menu.invalid_email.title', ['type' => $this->type]),
+            'description' => trans('notifications.menu.invalid_email.description', ['email' => $this->email]),
+            'email' => $this->email,
+        ];
+    }
+}
diff --git a/app/Providers/Event.php b/app/Providers/Event.php
index 1f3a6b808..1049d0268 100644
--- a/app/Providers/Event.php
+++ b/app/Providers/Event.php
@@ -108,6 +108,10 @@ class Event extends Provider
             'App\Listeners\Email\ReportTooManyEmailsSent',
             'App\Listeners\Email\TellFirewallTooManyEmailsSent',
         ],
+        'App\Events\Email\InvalidEmailDetected' => [
+            'App\Listeners\Email\DisablePersonDueToInvalidEmail',
+            'App\Listeners\Email\SendInvalidEmailNotification',
+        ],
     ];
 
     /**
diff --git a/app/Traits/Contacts.php b/app/Traits/Contacts.php
index a529b6b6b..68bdf90fb 100644
--- a/app/Traits/Contacts.php
+++ b/app/Traits/Contacts.php
@@ -18,6 +18,13 @@ trait Contacts
         return in_array($type, $this->getVendorTypes());
     }
 
+    public function isEmployee()
+    {
+        $type = $this->type ?? $this->contact->type ?? $this->model->type ?? 'employee';
+
+        return in_array($type, $this->getEmployeeTypes());
+    }
+
     public function getCustomerTypes($return = 'array')
     {
         return $this->getContactTypes('customer', $return);
@@ -28,6 +35,11 @@ trait Contacts
         return $this->getContactTypes('vendor', $return);
     }
 
+    public function getEmployeeTypes($return = 'array')
+    {
+        return $this->getContactTypes('employee', $return);
+    }
+
     public function getContactTypes($index, $return = 'array')
     {
         $types = (string) setting('contact.type.' . $index);
@@ -45,6 +57,11 @@ trait Contacts
         $this->addContactType($new_type, 'vendor');
     }
 
+    public function addEmployeeType($new_type)
+    {
+        $this->addContactType($new_type, 'employee');
+    }
+
     public function addContactType($new_type, $index)
     {
         $types = explode(',', setting('contact.type.' . $index));
diff --git a/config/setting.php b/config/setting.php
index 2741bcdaf..79267ff23 100644
--- a/config/setting.php
+++ b/config/setting.php
@@ -171,6 +171,7 @@ return [
             'type' => [
                 'customer'              => env('SETTING_FALLBACK_CONTACT_TYPE_CUSTOMER', Contact::CUSTOMER_TYPE),
                 'vendor'                => env('SETTING_FALLBACK_CONTACT_TYPE_VENDOR', Contact::VENDOR_TYPE),
+                'employee'              => env('SETTING_FALLBACK_CONTACT_TYPE_EMPLOYEE', Contact::EMPLOYEE_TYPE),
             ],
         ],
         'transaction' => [
diff --git a/resources/lang/en-GB/general.php b/resources/lang/en-GB/general.php
index 849f76b98..373f92d87 100644
--- a/resources/lang/en-GB/general.php
+++ b/resources/lang/en-GB/general.php
@@ -72,6 +72,7 @@ return [
     'attachments'           => 'Attachment|Attachments',
     'histories'             => 'History|Histories',
     'your_notifications'    => 'Your notification|Your notifications',
+    'employees'             => 'Employee|Employees',
 
     'welcome'               => 'Welcome',
     'banking'               => 'Banking',
diff --git a/resources/lang/en-GB/notifications.php b/resources/lang/en-GB/notifications.php
index 79cac3a8d..b9013cdad 100644
--- a/resources/lang/en-GB/notifications.php
+++ b/resources/lang/en-GB/notifications.php
@@ -63,6 +63,17 @@ return [
 
     ],
 
+    'email' => [
+
+        'invalid' => [
+
+            'title'         => 'Invalid :type Email',
+            'description'   => '<strong>:email</strong> email address has been reported as invalid and the person has been disabled. Please check the following error message and fix the email address:',
+
+        ],
+
+    ],
+
     'menu' => [
 
         'export_completed' => [
@@ -177,6 +188,13 @@ return [
 
         ],
 
+        'invalid_email' => [
+
+            'title'         => 'Invalid :type Email',
+            'description'   => '<strong>:email</strong> email address has been reported as invalid and the person has been disabled. Please check and fix the email address.',
+
+        ],
+
     ],
 
     'messages' => [