diff --git a/src/app/Wallet.php b/src/app/Wallet.php
--- a/src/app/Wallet.php
+++ b/src/app/Wallet.php
@@ -60,6 +60,11 @@
 
     public function chargeEntitlements($apply = true)
     {
+        // This wallet has been created less than a month ago, this is the trial period
+        if ($this->created_at > Carbon::now()->subMonthsWithoutOverflow(1)) {
+            return 0;
+        }
+
         $charges = 0;
         $discount = $this->getDiscountRate();
 
@@ -82,6 +87,21 @@
 
             // created more than a month ago -- was it billed?
             if ($entitlement->updated_at <= Carbon::now()->subMonthsWithoutOverflow(1)) {
+                // Take in to account the first month is free of charge
+                if ($this->created_at->isSameDay($entitlement->updated_at)) {
+                    $entitlement->updated_at = $entitlement->updated_at->copy()
+                        ->addMonthsWithoutOverflow(1);
+
+                    $entitlement->save();
+
+                    $entitlementTransactions[] = $entitlement->createTransaction(
+                        \App\Transaction::ENTITLEMENT_BILLED,
+                        0
+                    );
+
+                    continue;
+                }
+
                 $diff = $entitlement->updated_at->diffInMonths(Carbon::now());
 
                 $cost = (int) ($entitlement->cost * $discount * $diff);
@@ -93,7 +113,9 @@
                     continue;
                 }
 
-                $entitlement->updated_at = $entitlement->updated_at->copy()->addMonthsWithoutOverflow($diff);
+                $entitlement->updated_at = $entitlement->updated_at->copy()
+                    ->addMonthsWithoutOverflow($diff);
+
                 $entitlement->save();
 
                 if ($cost == 0) {
diff --git a/src/database/seeds/production/PackageSeeder.php b/src/database/seeds/production/PackageSeeder.php
--- a/src/database/seeds/production/PackageSeeder.php
+++ b/src/database/seeds/production/PackageSeeder.php
@@ -15,6 +15,7 @@
      */
     public function run()
     {
+        $skuActiveSync = Sku::firstOrCreate(['title' => 'activesync']);
         $skuGroupware = Sku::firstOrCreate(['title' => 'groupware']);
         $skuMailbox = Sku::firstOrCreate(['title' => 'mailbox']);
         $skuStorage = Sku::firstOrCreate(['title' => 'storage']);
@@ -31,7 +32,8 @@
         $skus = [
             $skuMailbox,
             $skuGroupware,
-            $skuStorage
+            $skuStorage,
+            $skuActiveSync
         ];
 
         $package->skus()->saveMany($skus);