diff --git a/server/src/sms/parse.ts b/server/src/sms/parse.ts
index 8e90dee..6967e13 100644
--- a/server/src/sms/parse.ts
+++ b/server/src/sms/parse.ts
@@ -71,11 +71,17 @@ export function parseVonageInboundMessage(body: unknown): ParsedInboundSms | nul
       if (fileUrl) mediaUrls.push(fileUrl);
     }
     // Nested media shapes (best-effort)
-    const nestedMediaUrl =
+    const nestedContent =
       data.message && typeof data.message === 'object'
-        ? (((data.message as Record<string, unknown>).content as Record<string, unknown> | undefined)?.url as string) || ''
-        : '';
-    if (nestedMediaUrl) mediaUrls.push(nestedMediaUrl);
+        ? ((data.message as Record<string, unknown>).content as Record<string, unknown> | undefined)
+        : undefined;
+    const nestedDirectUrl = (nestedContent?.url as string) || '';
+    const nestedImageUrl = (nestedContent?.image as Record<string, unknown> | undefined)?.url as string;
+    const nestedVideoUrl = (nestedContent?.video as Record<string, unknown> | undefined)?.url as string;
+    const nestedFileUrl = (nestedContent?.file as Record<string, unknown> | undefined)?.url as string;
+    for (const url of [nestedDirectUrl, nestedImageUrl, nestedVideoUrl, nestedFileUrl]) {
+      if (url) mediaUrls.push(url);
+    }
 
     const hasMedia = mediaUrls.length > 0 || channel === 'mms';