diff --git a/lib/simpleshop_theme/products.ex b/lib/simpleshop_theme/products.ex
index 34c9d04..37d7beb 100644
--- a/lib/simpleshop_theme/products.ex
+++ b/lib/simpleshop_theme/products.ex
@@ -443,6 +443,15 @@ defmodule SimpleshopTheme.Products do
     |> Repo.all()
   end
 
+  @doc """
+  Updates a product image with the given attributes.
+  """
+  def update_product_image(%ProductImage{} = product_image, attrs) do
+    product_image
+    |> ProductImage.changeset(attrs)
+    |> Repo.update()
+  end
+
   @doc """
   Links a product image to a Media.Image by setting its image_id.
   """
diff --git a/lib/simpleshop_theme/sync/mockup_enricher.ex b/lib/simpleshop_theme/sync/mockup_enricher.ex
index 958034a..3b6dc38 100644
--- a/lib/simpleshop_theme/sync/mockup_enricher.ex
+++ b/lib/simpleshop_theme/sync/mockup_enricher.ex
@@ -203,13 +203,32 @@ defmodule SimpleshopTheme.Sync.MockupEnricher do
   end
 
   defp append_images_to_product(product, extra_images) do
-    # Find the current max position so we append after existing images
     existing_images = Products.list_product_images(product.id)
-    max_position = existing_images |> Enum.map(& &1.position) |> Enum.max(fn -> -1 end)
+    existing_count = length(existing_images)
+
+    # Sort extras: front views first, then the rest
+    sorted_extras =
+      Enum.sort_by(extra_images, fn img ->
+        title = String.downcase(img.alt || "")
+        if String.contains?(title, "front"), do: 0, else: 1
+      end)
+
+    has_front_extra =
+      Enum.any?(sorted_extras, fn img ->
+        String.contains?(String.downcase(img.alt || ""), "front")
+      end)
+
+    # If we have a front extra, shift existing images down to make room
+    if has_front_extra do
+      shift_images_down(existing_images, length(sorted_extras))
+    end
+
+    # Insert extras: front extras at position 0+, others after existing
+    start_position = if has_front_extra, do: 0, else: existing_count
 
     results =
-      extra_images
-      |> Enum.with_index(max_position + 1)
+      sorted_extras
+      |> Enum.with_index(start_position)
       |> Enum.map(fn {img, position} ->
         attrs = %{
           product_id: product.id,
@@ -233,6 +252,13 @@ defmodule SimpleshopTheme.Sync.MockupEnricher do
     {:ok, count}
   end
 
+  # Bump all existing image positions up by `offset` to make room at the front
+  defp shift_images_down(existing_images, offset) do
+    Enum.each(existing_images, fn img ->
+      Products.update_product_image(img, %{position: img.position + offset})
+    end)
+  end
+
   # Check if this product already has extra angle images from a prior enrichment
   defp already_enriched?(product) do
     images = Products.list_product_images(product.id)