diff --git a/server/vbv_lernwelt/shop/migrations/0004_auto_20231116_1336.py b/server/vbv_lernwelt/shop/migrations/0004_auto_20231116_1336.py
new file mode 100644
index 00000000..c6aecd54
--- /dev/null
+++ b/server/vbv_lernwelt/shop/migrations/0004_auto_20231116_1336.py
@@ -0,0 +1,23 @@
+# Generated by Django 3.2.20 on 2023-11-16 12:36
+
+from django.db import migrations
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('shop', '0003_auto_20231114_2036'),
+    ]
+
+    operations = [
+        migrations.RenameField(
+            model_name='checkoutinformation',
+            old_name='street_address',
+            new_name='street',
+        ),
+        migrations.RenameField(
+            model_name='checkoutinformation',
+            old_name='street_number_address',
+            new_name='street_number',
+        ),
+    ]
diff --git a/server/vbv_lernwelt/shop/migrations/0005_auto_20231116_1338.py b/server/vbv_lernwelt/shop/migrations/0005_auto_20231116_1338.py
new file mode 100644
index 00000000..832e85b0
--- /dev/null
+++ b/server/vbv_lernwelt/shop/migrations/0005_auto_20231116_1338.py
@@ -0,0 +1,23 @@
+# Generated by Django 3.2.20 on 2023-11-16 12:38
+
+from django.db import migrations
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('shop', '0004_auto_20231116_1336'),
+    ]
+
+    operations = [
+        migrations.RenameField(
+            model_name='checkoutinformation',
+            old_name='company_street_address',
+            new_name='company_street',
+        ),
+        migrations.RenameField(
+            model_name='checkoutinformation',
+            old_name='company_street_number_address',
+            new_name='company_street_number',
+        ),
+    ]
diff --git a/server/vbv_lernwelt/shop/migrations/0006_alter_checkoutinformation_state.py b/server/vbv_lernwelt/shop/migrations/0006_alter_checkoutinformation_state.py
new file mode 100644
index 00000000..b2eeedaf
--- /dev/null
+++ b/server/vbv_lernwelt/shop/migrations/0006_alter_checkoutinformation_state.py
@@ -0,0 +1,18 @@
+# Generated by Django 3.2.20 on 2023-11-16 17:37
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('shop', '0005_auto_20231116_1338'),
+    ]
+
+    operations = [
+        migrations.AlterField(
+            model_name='checkoutinformation',
+            name='state',
+            field=models.CharField(choices=[('initialized', 'Initialized'), ('settled', 'Settled'), ('transmitted', 'Transmitted'), ('canceled', 'Canceled'), ('failed', 'Failed')], max_length=50),
+        ),
+    ]
diff --git a/server/vbv_lernwelt/shop/migrations/0007_checkoutinformation_webhook_history.py b/server/vbv_lernwelt/shop/migrations/0007_checkoutinformation_webhook_history.py
new file mode 100644
index 00000000..f05498d1
--- /dev/null
+++ b/server/vbv_lernwelt/shop/migrations/0007_checkoutinformation_webhook_history.py
@@ -0,0 +1,18 @@
+# Generated by Django 3.2.20 on 2023-11-16 23:49
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('shop', '0006_alter_checkoutinformation_state'),
+    ]
+
+    operations = [
+        migrations.AddField(
+            model_name='checkoutinformation',
+            name='webhook_history',
+            field=models.JSONField(default=list),
+        ),
+    ]
diff --git a/server/vbv_lernwelt/shop/models.py b/server/vbv_lernwelt/shop/models.py
index eb520ca0..879af2b2 100644
--- a/server/vbv_lernwelt/shop/models.py
+++ b/server/vbv_lernwelt/shop/models.py
@@ -1,5 +1,7 @@
 from django.db import models
 
+VV_PRODUCT_SKU = "VV"
+
 
 class Country(models.Model):
     country_id = models.IntegerField(primary_key=True)
@@ -48,11 +50,28 @@ class Product(models.Model):
     description = models.CharField(max_length=255)
 
 
-class CheckoutInformation(models.Model):
+class CheckoutState(models.TextChoices):
     """
-    Immutable checkout information for a purchase from the shop.
+    The state of a checkout process transaction.
+
+    1) We use the `autoSettle` feature of DataTrans! Therefore, there are less possible states:
+    -> https://docs.datatrans.ch/docs/after-the-payment
+    -> https://api-reference.datatrans.ch/#tag/v1transactions/operation/status
+
+    2) Difference between `settled` and `transmitted`:
+    - https://www.datatrans.ch/en/know-how/faq/#what-does-the-status-transaction-settled-or-settledtransmitted-mean
+
+    3) Related relevant code:init_transaction and get_transaction_state in shop/services.py
     """
 
+    INITIALIZED = "initialized"
+    SETTLED = "settled"
+    TRANSMITTED = "transmitted"
+    CANCELED = "canceled"
+    FAILED = "failed"
+
+
+class CheckoutInformation(models.Model):
     user = models.ForeignKey("core.User", on_delete=models.PROTECT)
 
     # immutable product information at time of purchase
@@ -65,13 +84,8 @@ class CheckoutInformation(models.Model):
     updated_at = models.DateTimeField(auto_now=True)
 
     state = models.CharField(
-        max_length=255,
-        choices=[
-            ("initialized", "initialized"),
-            ("settled", "settled"),
-            ("canceled", "canceled"),
-            ("failed", "failed"),
-        ],
+        max_length=50,
+        choices=CheckoutState.choices,
     )
 
     invoice_transmitted_at = models.DateTimeField(blank=True, null=True)
@@ -80,16 +94,19 @@ class CheckoutInformation(models.Model):
     # end user (required)
     first_name = models.CharField(max_length=255)
     last_name = models.CharField(max_length=255)
-    street_address = models.CharField(max_length=255)
-    street_number_address = models.CharField(max_length=255)
+    street = models.CharField(max_length=255)
+    street_number = models.CharField(max_length=255)
     postal_code = models.CharField(max_length=255)
     city = models.CharField(max_length=255)
     country = models.CharField(max_length=255)
 
     # company (optional)
     company_name = models.CharField(max_length=255, blank=True)
-    company_street_address = models.CharField(max_length=255, blank=True)
-    company_street_number_address = models.CharField(max_length=255, blank=True)
+    company_street = models.CharField(max_length=255, blank=True)
+    company_street_number = models.CharField(max_length=255, blank=True)
     company_postal_code = models.CharField(max_length=255, blank=True)
     company_city = models.CharField(max_length=255, blank=True)
     company_country = models.CharField(max_length=255, blank=True)
+
+    # webhook metadata
+    webhook_history = models.JSONField(default=list)