diff --git a/app/Http/Controllers/SubscriptionController.php b/app/Http/Controllers/SubscriptionController.php
index b68f0982..d8372a8f 100644
--- a/app/Http/Controllers/SubscriptionController.php
+++ b/app/Http/Controllers/SubscriptionController.php
@@ -77,13 +77,19 @@ class SubscriptionController extends Controller
 
         $priceId = $this->resolvePriceIdByLookupKey($plan['stripe_lookup_key']);
 
-        return $request->user()
+        $subscriptionBuilder = $request->user()
             ->newSubscription('default', $priceId)
-            ->allowPromotionCodes()
-            ->checkout([
-                'success_url' => route('subscribe.success'),
-                'cancel_url' => route('subscribe.cancel'),
-            ]);
+            ->allowPromotionCodes();
+
+        $trialDays = (int) ($plan['trial_days'] ?? 0);
+        if ($trialDays > 0) {
+            $subscriptionBuilder->trialDays($trialDays);
+        }
+
+        return $subscriptionBuilder->checkout([
+            'success_url' => route('subscribe.success'),
+            'cancel_url' => route('subscribe.cancel'),
+        ]);
     }
 
     /**
diff --git a/config/subscriptions.php b/config/subscriptions.php
index d05ef109..da46dcba 100644
--- a/config/subscriptions.php
+++ b/config/subscriptions.php
@@ -52,6 +52,7 @@ return [
             'original_price' => null,
             'stripe_lookup_key' => env('STRIPE_PRO_MONTHLY_LOOKUP_KEY', 'whisper_pro_monthly'),
             'billing_period' => 'month',
+            'trial_days' => (int) env('STRIPE_PRO_MONTHLY_TRIAL_DAYS', 15),
             'features' => [
                 'Unlimited accounts',
                 'Unlimited transactions',
@@ -68,6 +69,7 @@ return [
             'original_price' => 47.88,
             'stripe_lookup_key' => env('STRIPE_PRO_YEARLY_LOOKUP_KEY', 'whisper_pro_yearly'),
             'billing_period' => 'year',
+            'trial_days' => (int) env('STRIPE_PRO_YEARLY_TRIAL_DAYS', 15),
             'features' => [
                 'Unlimited accounts',
                 'Unlimited transactions',
diff --git a/tests/Feature/SubscriptionTest.php b/tests/Feature/SubscriptionTest.php
index 16f71af2..4a402553 100644
--- a/tests/Feature/SubscriptionTest.php
+++ b/tests/Feature/SubscriptionTest.php
@@ -8,6 +8,9 @@ use App\Models\Category;
 use App\Models\Transaction;
 use App\Models\User;
 use Illuminate\Http\RedirectResponse;
+use Illuminate\Support\Facades\Cache;
+use Laravel\Cashier\Checkout;
+use Laravel\Cashier\SubscriptionBuilder;
 
 beforeEach(function () {
     config([
@@ -196,6 +199,7 @@ test('pricing config includes all plan details', function () {
                 ->where('original_price', null)
                 ->has('stripe_lookup_key')
                 ->where('billing_period', 'month')
+                ->where('trial_days', 15)
                 ->has('features')
             )
             ->has('pricing.plans.yearly', fn ($plan) => $plan
@@ -204,6 +208,7 @@ test('pricing config includes all plan details', function () {
                 ->where('original_price', 47.88)
                 ->has('stripe_lookup_key')
                 ->where('billing_period', 'year')
+                ->where('trial_days', 15)
                 ->has('features')
             )
             ->has('pricing.promo', fn ($promo) => $promo
@@ -298,3 +303,61 @@ test('billing portal skips stripe customer creation when user already has a stri
 
     $this->get(route('settings.billing.portal'))->assertRedirect();
 });
+
+test('checkout applies configured trial days to the subscription builder', function () {
+    config([
+        'subscriptions.plans.monthly.trial_days' => 15,
+        'subscriptions.plans.monthly.stripe_lookup_key' => 'test_monthly_lookup',
+    ]);
+    Cache::put('stripe_price_id:test_monthly_lookup', 'price_test_monthly', now()->addHour());
+
+    $checkout = Mockery::mock(Checkout::class);
+    $checkout->shouldReceive('toResponse')->andReturn(new RedirectResponse('https://stripe.test/session'));
+
+    $builder = Mockery::mock(SubscriptionBuilder::class);
+    $builder->shouldReceive('allowPromotionCodes')->once()->andReturnSelf();
+    $builder->shouldReceive('trialDays')->once()->with(15)->andReturnSelf();
+    $builder->shouldReceive('checkout')->once()->andReturn($checkout);
+
+    $user = Mockery::mock(User::class)->shouldIgnoreMissing();
+    $user->shouldReceive('hasVerifiedEmail')->andReturn(true);
+    $user->shouldReceive('hasProPlan')->andReturn(false);
+    $user->shouldReceive('newSubscription')
+        ->once()
+        ->with('default', 'price_test_monthly')
+        ->andReturn($builder);
+
+    $this->withoutMiddleware(HandleInertiaRequests::class);
+    $this->actingAs($user);
+
+    $this->get(route('subscribe.checkout', ['plan' => 'monthly']))->assertRedirect();
+});
+
+test('checkout skips trial days when configured to zero', function () {
+    config([
+        'subscriptions.plans.monthly.trial_days' => 0,
+        'subscriptions.plans.monthly.stripe_lookup_key' => 'test_monthly_lookup',
+    ]);
+    Cache::put('stripe_price_id:test_monthly_lookup', 'price_test_monthly', now()->addHour());
+
+    $checkout = Mockery::mock(Checkout::class);
+    $checkout->shouldReceive('toResponse')->andReturn(new RedirectResponse('https://stripe.test/session'));
+
+    $builder = Mockery::mock(SubscriptionBuilder::class);
+    $builder->shouldReceive('allowPromotionCodes')->once()->andReturnSelf();
+    $builder->shouldNotReceive('trialDays');
+    $builder->shouldReceive('checkout')->once()->andReturn($checkout);
+
+    $user = Mockery::mock(User::class)->shouldIgnoreMissing();
+    $user->shouldReceive('hasVerifiedEmail')->andReturn(true);
+    $user->shouldReceive('hasProPlan')->andReturn(false);
+    $user->shouldReceive('newSubscription')
+        ->once()
+        ->with('default', 'price_test_monthly')
+        ->andReturn($builder);
+
+    $this->withoutMiddleware(HandleInertiaRequests::class);
+    $this->actingAs($user);
+
+    $this->get(route('subscribe.checkout', ['plan' => 'monthly']))->assertRedirect();
+});