diff --git a/server/src/services/etsyApi.ts b/server/src/services/etsyApi.ts
index 3bf95aa..76aa6d8 100644
--- a/server/src/services/etsyApi.ts
+++ b/server/src/services/etsyApi.ts
@@ -151,24 +151,31 @@ const sizeToken = (text: string): string => {
   return '';
 };
 
+// Build the variant suffix for a transaction, e.g. "Size: Large"
+export const transactionVariantString = (transaction: any): string =>
+  (transaction.variations || [])
+    .map((v: any) => `${v.formatted_name}: ${v.formatted_value}`)
+    .join(', ');
+
 // Match an Etsy transaction to a catalog product:
-// 1. exact title/alias match (including "title variations" form)
+// 1. exact title/alias match — "title variant" first so a size-specific
+//    product beats a generic one when listings have size variants
 // 2. listing id match, disambiguated by size when several products share it
 const matchProduct = (
   products: IProduct[],
   transaction: any
 ): IProduct | undefined => {
-  const variantStr = (transaction.variations || [])
-    .map((v: any) => `${v.formatted_name}: ${v.formatted_value}`)
-    .join(', ');
+  const variantStr = transactionVariantString(transaction);
   const candidatesByTitle = [
-    transaction.title || '',
     variantStr ? `${transaction.title} ${variantStr}` : '',
+    transaction.title || '',
   ].filter(Boolean).map(normalizeTitle);
 
-  for (const product of products) {
-    const names = [product.title, ...(product.aliases || [])].map(normalizeTitle);
-    if (candidatesByTitle.some(c => names.includes(c))) return product;
+  for (const candidate of candidatesByTitle) {
+    const product = products.find(p =>
+      [p.title, ...(p.aliases || [])].map(normalizeTitle).includes(candidate)
+    );
+    if (product) return product;
   }
 
   if (transaction.listing_id) {
@@ -243,11 +250,15 @@ const upsertOrderFromReceipt = async (
   // Snapshot catalog costs onto items at sync time (same model as PDF import)
   let allMatched = true;
   const items = (receipt.transactions || []).map((transaction: any) => {
+    const variantStr = transactionVariantString(transaction);
     const product = matchProduct(products, transaction);
     if (!product) {
       allMatched = false;
-      if (!result.unmatchedItems.includes(transaction.title)) {
-        result.unmatchedItems.push(transaction.title);
+      // Report with the variant suffix so each size resolves to its own
+      // product; this exact string is what the matcher checks on re-sync
+      const unmatchedKey = variantStr ? `${transaction.title} ${variantStr}` : transaction.title;
+      if (!result.unmatchedItems.includes(unmatchedKey)) {
+        result.unmatchedItems.push(unmatchedKey);
       }
     } else if (!product.etsyListingId && transaction.listing_id) {
       // Learn the listing id for future deterministic matching
@@ -255,10 +266,6 @@ const upsertOrderFromReceipt = async (
       product.save().catch(() => {});
     }
 
-    const variantStr = (transaction.variations || [])
-      .map((v: any) => `${v.formatted_name}: ${v.formatted_value}`)
-      .join(', ');
-
     return {
       title: transaction.title,
       quantity: transaction.quantity || 1,