diff --git a/app/Events/Vendor/VendorContactLoggedIn.php b/app/Events/Vendor/VendorContactLoggedIn.php
new file mode 100644
index 000000000000..2422af1023a5
--- /dev/null
+++ b/app/Events/Vendor/VendorContactLoggedIn.php
@@ -0,0 +1,45 @@
+<?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\Vendor;
+
+use App\Models\Company;
+use App\Models\VendorContact;
+use Illuminate\Broadcasting\Channel;
+use Illuminate\Queue\SerializesModels;
+use Illuminate\Foundation\Events\Dispatchable;
+use Illuminate\Broadcasting\InteractsWithSockets;
+
+/**
+ * Class VendorContactLoggedIn.
+ */
+class VendorContactLoggedIn
+{
+    use Dispatchable, InteractsWithSockets, SerializesModels;
+
+    /**
+     * Create a new event instance.
+     *
+     */
+    public function __construct(public VendorContact $contact, public Company $company, public array $event_vars)
+    {
+    }
+
+    /**
+     * Get the channels the event should broadcast on.
+     *
+     * @return Channel|array
+     */
+    public function broadcastOn()
+    {
+        return [];
+    }
+}
diff --git a/app/Http/Middleware/VendorContactKeyLogin.php b/app/Http/Middleware/VendorContactKeyLogin.php
index 352d96560cbc..5b569bbded08 100644
--- a/app/Http/Middleware/VendorContactKeyLogin.php
+++ b/app/Http/Middleware/VendorContactKeyLogin.php
@@ -11,14 +11,16 @@
 
 namespace App\Http\Middleware;
 
-use App\Libraries\MultiDB;
-use App\Models\Vendor;
-use App\Models\VendorContact;
 use Auth;
 use Closure;
-use Illuminate\Http\Request;
-use Illuminate\Support\Facades\Cache;
+use App\Utils\Ninja;
+use App\Models\Vendor;
+use App\Libraries\MultiDB;
 use Illuminate\Support\Str;
+use Illuminate\Http\Request;
+use App\Models\VendorContact;
+use Illuminate\Support\Facades\Cache;
+use App\Events\Vednor\VendorContactLoggedIn;
 
 class VendorContactKeyLogin
 {
@@ -56,6 +58,8 @@ class VendorContactKeyLogin
                 $vendor_contact->save();
 
                 auth()->guard('vendor')->loginUsingId($vendor_contact->id, true);
+                
+                event(new VendorContactLoggedIn($vendor_contact, $vendor_contact->company, Ninja::eventVars()));
 
                 if ($request->query('redirect') && ! empty($request->query('redirect'))) {
                     return redirect()->to($request->query('redirect'));
@@ -72,7 +76,7 @@ class VendorContactKeyLogin
                     $vendor_contact->save();
 
                     auth()->guard('vendor')->loginUsingId($vendor_contact->id, true);
-
+                    event(new VendorContactLoggedIn($vendor_contact, $vendor_contact->company, Ninja::eventVars()));
                     if ($request->query('next')) {
                         return redirect()->to($request->query('next'));
                     }
diff --git a/app/Listeners/Vendor/UpdateVendorContactLastLogin.php b/app/Listeners/Vendor/UpdateVendorContactLastLogin.php
new file mode 100644
index 000000000000..272b7144b1f7
--- /dev/null
+++ b/app/Listeners/Vendor/UpdateVendorContactLastLogin.php
@@ -0,0 +1,45 @@
+<?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\Vendor;
+
+use App\Libraries\MultiDB;
+use Illuminate\Contracts\Queue\ShouldQueue;
+
+class UpdateVendorContactLastLogin 
+{
+    /**
+     * Create the event listener.
+     *
+     * @return void
+     */
+    public function __construct()
+    {
+    }
+
+    /**
+     * Handle the event.
+     *
+     * @param  object  $event
+     * @return void
+     */
+    public function handle($event)
+    {
+        MultiDB::setDb($event->company->db);
+
+        $contact = $event->contact;
+
+        $contact->last_login = now();
+        $contact->vendor->last_login = now();
+
+        $contact->push();
+    }
+}
diff --git a/app/Models/Vendor.php b/app/Models/Vendor.php
index b49cdf4502fe..d72061bad7fa 100644
--- a/app/Models/Vendor.php
+++ b/app/Models/Vendor.php
@@ -152,6 +152,7 @@ class Vendor extends BaseModel
         'updated_at' => 'timestamp',
         'created_at' => 'timestamp',
         'deleted_at' => 'timestamp',
+        'last_login' => 'timestamp',
     ];
 
     protected $touches = [];
diff --git a/app/Models/VendorContact.php b/app/Models/VendorContact.php
index 91201af7a357..2e2da098504c 100644
--- a/app/Models/VendorContact.php
+++ b/app/Models/VendorContact.php
@@ -106,6 +106,7 @@ class VendorContact extends Authenticatable implements HasLocalePreference
         'updated_at' => 'timestamp',
         'created_at' => 'timestamp',
         'deleted_at' => 'timestamp',
+        'last_login' => 'timestamp',
     ];
 
     protected $fillable = [
diff --git a/app/Providers/EventServiceProvider.php b/app/Providers/EventServiceProvider.php
index 5e8f8d60876c..d83f5602c8f3 100644
--- a/app/Providers/EventServiceProvider.php
+++ b/app/Providers/EventServiceProvider.php
@@ -70,13 +70,13 @@ use App\Events\Quote\QuoteWasRestored;
 use App\Events\Client\ClientWasCreated;
 use App\Events\Client\ClientWasDeleted;
 use App\Events\Client\ClientWasUpdated;
-use App\Events\Design\DesignWasDeleted;
-use App\Events\Design\DesignWasUpdated;
 use App\Events\Contact\ContactLoggedIn;
 use App\Events\Credit\CreditWasCreated;
 use App\Events\Credit\CreditWasDeleted;
 use App\Events\Credit\CreditWasEmailed;
 use App\Events\Credit\CreditWasUpdated;
+use App\Events\Design\DesignWasDeleted;
+use App\Events\Design\DesignWasUpdated;
 use App\Events\Vendor\VendorWasCreated;
 use App\Events\Vendor\VendorWasDeleted;
 use App\Events\Vendor\VendorWasUpdated;
@@ -85,10 +85,10 @@ use App\Observers\SubscriptionObserver;
 use Illuminate\Mail\Events\MessageSent;
 use App\Events\Client\ClientWasArchived;
 use App\Events\Client\ClientWasRestored;
-use App\Events\Design\DesignWasRestored;
 use App\Events\Credit\CreditWasArchived;
 use App\Events\Credit\CreditWasRestored;
 use App\Events\Design\DesignWasArchived;
+use App\Events\Design\DesignWasRestored;
 use App\Events\Invoice\InvoiceWasViewed;
 use App\Events\Misc\InvitationWasViewed;
 use App\Events\Payment\PaymentWasVoided;
@@ -133,6 +133,7 @@ use App\Listeners\User\UpdateUserLastLogin;
 use App\Events\Document\DocumentWasArchived;
 use App\Events\Document\DocumentWasRestored;
 use App\Events\Invoice\InvoiceWasMarkedSent;
+use App\Events\Vendor\VendorContactLoggedIn;
 use App\Listeners\Quote\QuoteViewedActivity;
 use App\Listeners\User\ArchivedUserActivity;
 use App\Listeners\User\RestoredUserActivity;
@@ -220,6 +221,7 @@ use App\Listeners\Invoice\InvoiceEmailFailedActivity;
 use App\Events\PurchaseOrder\PurchaseOrderWasAccepted;
 use App\Events\PurchaseOrder\PurchaseOrderWasArchived;
 use App\Events\PurchaseOrder\PurchaseOrderWasRestored;
+use App\Listeners\Vendor\UpdateVendorContactLastLogin;
 use App\Events\RecurringQuote\RecurringQuoteWasCreated;
 use App\Events\RecurringQuote\RecurringQuoteWasDeleted;
 use App\Events\RecurringQuote\RecurringQuoteWasUpdated;
@@ -615,6 +617,9 @@ class EventServiceProvider extends ServiceProvider
         VendorWasUpdated::class => [
             VendorUpdatedActivity::class,
         ],
+        VendorContactLoggedIn::class => [
+            UpdateVendorContactLastLogin::class,
+        ],
         \SocialiteProviders\Manager\SocialiteWasCalled::class => [
             // ... Manager won't register drivers that are not added to this listener.
             \SocialiteProviders\Apple\AppleExtendSocialite::class.'@handle',
diff --git a/app/Transformers/VendorContactTransformer.php b/app/Transformers/VendorContactTransformer.php
index d06996c0100f..39f4d60d0e6e 100644
--- a/app/Transformers/VendorContactTransformer.php
+++ b/app/Transformers/VendorContactTransformer.php
@@ -44,6 +44,7 @@ class VendorContactTransformer extends EntityTransformer
             'custom_value3' => $vendor->custom_value3 ?: '',
             'custom_value4' => $vendor->custom_value4 ?: '',
             'link' => $vendor->getLoginLink(),
+            'last_login' => 'timestamp',
         ];
     }
 }
diff --git a/tests/Feature/VendorApiTest.php b/tests/Feature/VendorApiTest.php
index 2127a996576f..d103afc5c1b8 100644
--- a/tests/Feature/VendorApiTest.php
+++ b/tests/Feature/VendorApiTest.php
@@ -11,13 +11,15 @@
 
 namespace Tests\Feature;
 
+use Tests\TestCase;
+use App\Utils\Ninja;
+use Tests\MockAccountData;
 use App\Utils\Traits\MakesHash;
 use Illuminate\Database\Eloquent\Model;
-use Illuminate\Foundation\Testing\DatabaseTransactions;
 use Illuminate\Support\Facades\Session;
+use App\Events\Vendor\VendorContactLoggedIn;
 use Illuminate\Validation\ValidationException;
-use Tests\MockAccountData;
-use Tests\TestCase;
+use Illuminate\Foundation\Testing\DatabaseTransactions;
 
 /**
  * @test
@@ -44,6 +46,34 @@ class VendorApiTest extends TestCase
         Model::reguard();
     }
 
+    public function testVendorLoggedInEvents()
+    {
+        $v = \App\Models\Vendor::factory()->create([
+            'user_id' => $this->user->id,
+            'company_id' => $this->company->id
+        ]);
+
+        $vc = \App\Models\VendorContact::factory()->create([
+            'user_id' => $this->user->id,
+            'company_id' => $this->company->id,
+            'vendor_id' => $v->id
+        ]);
+
+        $this->assertNull($v->last_login);
+        $this->assertNull($vc->last_login);
+        
+        event(new VendorContactLoggedIn($vc, $this->company, Ninja::eventVars()));
+
+        $this->expectsEvents([VendorContactLoggedIn::class]);
+        
+        // $vc->fresh();
+        // $v->fresh();
+
+        // $this->assertNotNull($vc->fresh()->last_login);
+        // $this->assertNotNull($v->fresh()->last_login);
+
+    }
+
     public function testVendorLocale()
     {
         $v = \App\Models\Vendor::factory()->create([