diff --git a/packages/backend-core/src/objectStore/utils.ts b/packages/backend-core/src/objectStore/utils.ts
index 2edb075b92..30c2fefbf1 100644
--- a/packages/backend-core/src/objectStore/utils.ts
+++ b/packages/backend-core/src/objectStore/utils.ts
@@ -70,6 +70,9 @@ async function processUrlAttachment(
     throw new Error(`Unexpected response ${response.statusText}`)
   }
   const fallbackFilename = path.basename(new URL(attachment.url).pathname)
+  if (!response.body) {
+    throw new Error("No response received for attachment")
+  }
   return {
     filename: attachment.filename || fallbackFilename,
     content: stream.Readable.fromWeb(response.body as streamWeb.ReadableStream),
diff --git a/packages/server/src/automations/automationUtils.ts b/packages/server/src/automations/automationUtils.ts
index 88b279b771..cb09f860da 100644
--- a/packages/server/src/automations/automationUtils.ts
+++ b/packages/server/src/automations/automationUtils.ts
@@ -163,7 +163,10 @@ async function generateAttachmentRow(attachment: AutomationAttachment) {
 
   try {
     const { filename } = attachment
-    const extension = path.extname(filename).replaceAll(".", "")
+    let extension = path.extname(filename)
+    if (extension.startsWith(".")) {
+      extension = extension.substring(1, extension.length)
+    }
     const attachmentResult = await objectStore.processAutomationAttachment(
       attachment
     )
@@ -182,8 +185,8 @@ async function generateAttachmentRow(attachment: AutomationAttachment) {
 
     return {
       size,
+      extension,
       name: filename,
-      extension: extension,
       key: s3Key,
     }
   } catch (error) {